diff --git a/client/src/components/Admin/AddonManager.test.tsx b/client/src/components/Admin/AddonManager.test.tsx
index 248e4fda7..e1d0d42c8 100644
--- a/client/src/components/Admin/AddonManager.test.tsx
+++ b/client/src/components/Admin/AddonManager.test.tsx
@@ -646,6 +646,8 @@ describe('AddonManager', () => {
     await user.click(screen.getByRole('button', { name: 'OpenAI' }));
     await user.click(screen.getByRole('button', { name: 'Anthropic' }));
     expect(screen.queryByPlaceholderText('https://api.openai.com/v1')).not.toBeInTheDocument();
+    // A gateway can stand in for Anthropic too, so the field stays (#2655).
+    expect(screen.getByPlaceholderText('https://api.anthropic.com')).toHaveValue('');
     expect(screen.getByPlaceholderText('claude-opus-4-8')).toBeInTheDocument();
     expect(screen.getByText(/Anthropic reads PDFs/)).toBeInTheDocument();
   });
diff --git a/client/src/components/Admin/AddonManager.tsx b/client/src/components/Admin/AddonManager.tsx
index 92a2acb3e..ea57d7ddc 100644
--- a/client/src/components/Admin/AddonManager.tsx
+++ b/client/src/components/Admin/AddonManager.tsx
@@ -14,7 +14,7 @@ import { Tooltip } from '../shared/Tooltip'
 import { fs } from '../shared/DialogShell'
 import { EditorField, INPUT, Segmented } from '../shared/dialogParts'
 import { SettingsCard, SettingsHint, StatusPill, SETTINGS_BUTTON_PRIMARY } from '../Settings/settingsKit'
-import { type Addon, type CollabFeatures, COLLAB_SUB_FEATURES, getAddonLabel, MASKED, RECOMMENDED_MODELS } from './addons/addonModel'
+import { type Addon, type CollabFeatures, ANTHROPIC_HINT, COLLAB_SUB_FEATURES, getAddonLabel, MASKED, RECOMMENDED_MODELS } from './addons/addonModel'
 import { useAddonManager } from './addons/useAddonManager'
 import { useLlmParsingConfig } from './addons/useLlmParsingConfig'
 import { ImmichIcon, SynologyIcon } from './addons/PhotoProviderIcons'
@@ -265,7 +265,7 @@ const SMALL_BUTTON = 'inline-flex flex-none items-center rounded-[9px] px-2.5 py
 function LlmParsingConfig({ addon }: { addon: Addon }) {
   const { t } = useTranslation()
   const {
-    provider, setProvider, model, setModel, baseUrl, setBaseUrl, apiKey, setApiKey, vision, setVision, saving,
+    provider, setProvider, model, setModel, baseUrl, setBaseUrl, baseUrlPlaceholder, apiKey, setApiKey, vision, setVision, saving,
     installed, modelsErr, loadingModels, pulling, pullPct, pullStatus, isInstalled, loadModels, pull, save,
   } = useLlmParsingConfig(addon)
   const fieldId = useId()
@@ -288,15 +288,13 @@ function LlmParsingConfig({ addon }: { addon: Addon }) {
       <EditorField label="Provider">
         <CustomSelect value={provider} onChange={v => setProvider(String(v))} options={providerOptions} />
       </EditorField>
-      {provider !== 'anthropic' && (
-        <EditorField label="Base URL" htmlFor={`${fieldId}-url`}>
-          <input id={`${fieldId}-url`} type="url" autoComplete="off" className={INPUT} value={baseUrl} onChange={e => setBaseUrl(e.target.value)} onBlur={loadModels} placeholder={provider === 'local' ? 'http://localhost:11434/v1' : 'https://api.openai.com/v1'} />
-        </EditorField>
-      )}
+      <EditorField label="Base URL" htmlFor={`${fieldId}-url`}>
+        <input id={`${fieldId}-url`} type="url" autoComplete="off" className={INPUT} value={baseUrl} onChange={e => setBaseUrl(e.target.value)} onBlur={loadModels} placeholder={baseUrlPlaceholder} />
+      </EditorField>
       <EditorField
         label="API key"
         htmlFor={`${fieldId}-key`}
-        hint={provider === 'anthropic' ? 'Anthropic reads PDFs (including scans) natively. Local/OpenAI models receive extracted text — scanned PDFs need Anthropic.' : undefined}
+        hint={provider === 'anthropic' ? ANTHROPIC_HINT : undefined}
       >
         <input id={`${fieldId}-key`} type="password" className={INPUT} value={apiKey} onChange={e => setApiKey(e.target.value)} placeholder={apiKey === MASKED ? MASKED : provider === 'local' ? '(often not required)' : 'sk-…'} />
       </EditorField>
diff --git a/client/src/components/Admin/addons/addonModel.ts b/client/src/components/Admin/addons/addonModel.ts
index 580a3bd78..a2e2da0e7 100644
--- a/client/src/components/Admin/addons/addonModel.ts
+++ b/client/src/components/Admin/addons/addonModel.ts
@@ -64,6 +64,19 @@ export function getAddonLabel(t: (key: string) => string, addon: Addon): { name:
 export const MASKED = '••••••••';
 export const DEFAULT_OLLAMA_URL = 'http://localhost:11434/v1';
 
+/** What an empty Base URL stands for with each provider, shown as its placeholder. */
+export const LLM_BASE_URL_PLACEHOLDER: Record<string, string> = {
+  local: DEFAULT_OLLAMA_URL,
+  openai: 'https://api.openai.com/v1',
+  // The Anthropic client appends /v1/messages itself, so a gateway is given without /v1.
+  anthropic: 'https://api.anthropic.com',
+};
+
+/** Under the Anthropic key: what only Anthropic can read, and what a gateway in its place needs (#2655). */
+export const ANTHROPIC_HINT =
+  'Anthropic reads PDFs (including scans) natively. Local and OpenAI models receive extracted text, so scanned PDFs need Anthropic. ' +
+  'A gateway in place of api.anthropic.com goes in Base URL without /v1 and has to accept PDF document blocks and forced tool calls.';
+
 /** Curated models the local extractor is tuned for, pullable via Ollama. The router drives
  *  one model per document via Ollama's grammar-constrained `format`; "thinking" is disabled
  *  automatically, so the Qwen3 family works without any tuning. A host only needs one. */
diff --git a/client/src/components/Admin/addons/useLlmParsingConfig.test.ts b/client/src/components/Admin/addons/useLlmParsingConfig.test.ts
index ef752bd22..c205c9dc0 100644
--- a/client/src/components/Admin/addons/useLlmParsingConfig.test.ts
+++ b/client/src/components/Admin/addons/useLlmParsingConfig.test.ts
@@ -52,15 +52,19 @@ describe('useLlmParsingConfig', () => {
     expect(result.current.isInstalled('llama3')).toBe(false);
   });
 
-  it('FE-HOOK-LLMCFG-003: a cloud provider lists nothing until switched to local, then uses the typed URL', async () => {
+  it('FE-HOOK-LLMCFG-003: a cloud provider lists nothing; switched to local it starts from the default, then uses the typed URL', async () => {
     const { result } = renderHook(() =>
       useLlmParsingConfig(llm({ provider: 'openai', baseUrl: ' http://box:11434/v1 ' }))
     );
     expect(adminApi.llmLocalModels).not.toHaveBeenCalled();
     await act(() => result.current.loadModels());
     expect(adminApi.llmLocalModels).not.toHaveBeenCalled();
+    // The OpenAI address does not follow to another provider (#2655).
     act(() => result.current.setProvider('local'));
-    await waitFor(() => expect(adminApi.llmLocalModels).toHaveBeenCalledWith('http://box:11434/v1'));
+    await waitFor(() => expect(adminApi.llmLocalModels).toHaveBeenCalledWith(DEFAULT_OLLAMA_URL));
+    act(() => result.current.setBaseUrl(' http://box:11434/v1 '));
+    await act(() => result.current.loadModels());
+    expect(adminApi.llmLocalModels).toHaveBeenLastCalledWith('http://box:11434/v1');
   });
 
   it('FE-HOOK-LLMCFG-004: an unreachable server shows its message and empties the list', async () => {
@@ -148,7 +152,7 @@ describe('useLlmParsingConfig', () => {
     expect(result.current.saving).toBe(false);
   });
 
-  it('FE-HOOK-LLMCFG-009: Anthropic is saved with an empty base URL, whatever was typed before', async () => {
+  it("FE-HOOK-LLMCFG-009: switching to Anthropic drops the previous provider's base URL", async () => {
     const { result } = renderHook(() => useLlmParsingConfig(llm({ provider: 'openai', baseUrl: 'https://o/v1' })));
     act(() => {
       result.current.setProvider('anthropic');
@@ -160,6 +164,50 @@ describe('useLlmParsingConfig', () => {
     });
   });
 
+  it('FE-HOOK-LLMCFG-009b: an Anthropic gateway URL survives a save (#2655)', async () => {
+    const { result } = renderHook(() =>
+      useLlmParsingConfig(llm({ provider: 'anthropic', model: 'gateway-model', baseUrl: 'http://gateway.lan:4000' }))
+    );
+    expect(result.current.baseUrl).toBe('http://gateway.lan:4000');
+    await act(() => result.current.save());
+    expect(vi.mocked(adminApi.updateAddon).mock.calls[0][1].config).toMatchObject({
+      provider: 'anthropic',
+      baseUrl: 'http://gateway.lan:4000',
+    });
+  });
+
+  it('FE-HOOK-LLMCFG-009c: a URL typed after picking Anthropic is saved, trimmed', async () => {
+    const { result } = renderHook(() => useLlmParsingConfig(llm({ provider: 'local' })));
+    act(() => result.current.setProvider('anthropic'));
+    act(() => result.current.setBaseUrl(' http://gw:4000 '));
+    await act(() => result.current.save());
+    expect(vi.mocked(adminApi.updateAddon).mock.calls[0][1].config).toMatchObject({ baseUrl: 'http://gw:4000' });
+  });
+
+  it('FE-HOOK-LLMCFG-009d: away and back again brings the saved URL back; staying put keeps a typed one', () => {
+    const { result } = renderHook(() =>
+      useLlmParsingConfig(llm({ provider: 'anthropic', baseUrl: 'http://gateway.lan:4000' }))
+    );
+    act(() => result.current.setProvider('local'));
+    expect(result.current.baseUrl).toBe('');
+    act(() => result.current.setProvider('openai'));
+    expect(result.current.baseUrl).toBe('');
+    act(() => result.current.setProvider('anthropic'));
+    expect(result.current.baseUrl).toBe('http://gateway.lan:4000');
+    act(() => result.current.setBaseUrl('http://typed:4000'));
+    act(() => result.current.setProvider('anthropic'));
+    expect(result.current.baseUrl).toBe('http://typed:4000');
+  });
+
+  it('FE-HOOK-LLMCFG-009e: the placeholder names the address an empty field stands for', () => {
+    const { result } = renderHook(() => useLlmParsingConfig(llm({ provider: 'local' })));
+    expect(result.current.baseUrlPlaceholder).toBe('http://localhost:11434/v1');
+    act(() => result.current.setProvider('openai'));
+    expect(result.current.baseUrlPlaceholder).toBe('https://api.openai.com/v1');
+    act(() => result.current.setProvider('anthropic'));
+    expect(result.current.baseUrlPlaceholder).toBe('https://api.anthropic.com');
+  });
+
   it('FE-HOOK-LLMCFG-010: a failed save toasts and clears saving', async () => {
     vi.mocked(adminApi.updateAddon).mockRejectedValue(new Error('x'));
     const { result } = renderHook(() => useLlmParsingConfig(llm({ provider: 'openai' })));
diff --git a/client/src/components/Admin/addons/useLlmParsingConfig.ts b/client/src/components/Admin/addons/useLlmParsingConfig.ts
index 2084f6d3e..0e1b9d731 100644
--- a/client/src/components/Admin/addons/useLlmParsingConfig.ts
+++ b/client/src/components/Admin/addons/useLlmParsingConfig.ts
@@ -4,7 +4,7 @@ import { useEffect, useEffectEvent, useState } from 'react';
 import { adminApi } from '../../../api/client';
 import { getApiErrorMessage } from '../../../types';
 import { useToast } from '../../shared/Toast';
-import { type Addon, DEFAULT_OLLAMA_URL } from './addonModel';
+import { type Addon, DEFAULT_OLLAMA_URL, LLM_BASE_URL_PLACEHOLDER } from './addonModel';
 
 /**
  * Instance-wide AI-parsing config behind both admin shells. When set, it applies to the
@@ -15,7 +15,7 @@ import { type Addon, DEFAULT_OLLAMA_URL } from './addonModel';
 export function useLlmParsingConfig(addon: Addon) {
   const toast = useToast();
   const cfg = addon.config ?? {};
-  const [provider, setProvider] = useState<string>((cfg.provider as string) ?? 'local');
+  const [provider, setProviderState] = useState<string>((cfg.provider as string) ?? 'local');
   const [model, setModel] = useState<string>((cfg.model as string) ?? '');
   const [baseUrl, setBaseUrl] = useState<string>((cfg.baseUrl as string) ?? '');
   const [apiKey, setApiKey] = useState<string>((cfg.apiKey as string) ?? '');
@@ -30,6 +30,18 @@ export function useLlmParsingConfig(addon: Addon) {
   const [pullPct, setPullPct] = useState(0);
   const [pullStatus, setPullStatus] = useState('');
 
+  /**
+   * A different provider never inherits the last one's endpoint: an Ollama address
+   * left in the field would quietly receive the OpenAI or Anthropic key. Back on the
+   * saved provider, its saved address returns. Any provider, Anthropic included, may
+   * keep an address the admin typed for it (#2655); empty means the provider default.
+   */
+  const setProvider = (next: string) => {
+    if (next !== provider) setBaseUrl(next === cfg.provider ? ((cfg.baseUrl as string) ?? '') : '');
+    setProviderState(next);
+  };
+  const baseUrlPlaceholder = LLM_BASE_URL_PLACEHOLDER[provider] ?? LLM_BASE_URL_PLACEHOLDER.openai;
+
   const effectiveUrl = baseUrl.trim() || DEFAULT_OLLAMA_URL;
   const isInstalled = (id: string) => installed.some((n) => n === id || n.startsWith(id + ':') || n.startsWith(id));
 
@@ -89,7 +101,7 @@ export function useLlmParsingConfig(addon: Addon) {
         config: {
           provider,
           model: model.trim(),
-          baseUrl: provider === 'anthropic' ? '' : baseUrl.trim(),
+          baseUrl: baseUrl.trim(),
           apiKey,
           vision,
         },
@@ -109,6 +121,7 @@ export function useLlmParsingConfig(addon: Addon) {
     setModel,
     baseUrl,
     setBaseUrl,
+    baseUrlPlaceholder,
     apiKey,
     setApiKey,
     vision,
diff --git a/client/src/mobile/screens/admin/MAdminAddonManager.tsx b/client/src/mobile/screens/admin/MAdminAddonManager.tsx
index 4e161f5b5..387441c24 100644
--- a/client/src/mobile/screens/admin/MAdminAddonManager.tsx
+++ b/client/src/mobile/screens/admin/MAdminAddonManager.tsx
@@ -14,6 +14,7 @@ import {
   type Addon,
   type CollabFeatures,
   type ProviderOption,
+  ANTHROPIC_HINT,
   COLLAB_SUB_FEATURES,
   getAddonLabel,
   MASKED,
@@ -255,7 +256,7 @@ function MSubRow({ icon: Icon, providerIcon: ProviderIcon, title, subtitle, enab
 function LlmParsingConfig({ addon }: { addon: Addon }) {
   const { t } = useTranslation()
   const {
-    provider, setProvider, model, setModel, baseUrl, setBaseUrl, apiKey, setApiKey, vision, setVision, saving,
+    provider, setProvider, model, setModel, baseUrl, setBaseUrl, baseUrlPlaceholder, apiKey, setApiKey, vision, setVision, saving,
     installed, modelsErr, loadingModels, pulling, pullPct, pullStatus, isInstalled, loadModels, pull, save,
   } = useLlmParsingConfig(addon)
 
@@ -302,18 +303,16 @@ function LlmParsingConfig({ addon }: { addon: Addon }) {
             })}
           </div>
         </MAdminField>
-        {provider !== 'anthropic' && (
-          <MAdminField label="Base URL">
-            <MAdminInput
-              type="url"
-              autoComplete="off"
-              value={baseUrl}
-              onChange={e => setBaseUrl(e.target.value)}
-              onBlur={loadModels}
-              placeholder={provider === 'local' ? 'http://localhost:11434/v1' : 'https://api.openai.com/v1'}
-            />
-          </MAdminField>
-        )}
+        <MAdminField label="Base URL">
+          <MAdminInput
+            type="url"
+            autoComplete="off"
+            value={baseUrl}
+            onChange={e => setBaseUrl(e.target.value)}
+            onBlur={loadModels}
+            placeholder={baseUrlPlaceholder}
+          />
+        </MAdminField>
         <MAdminField label="API key">
           <MAdminSecretInput
             value={apiKey}
@@ -322,9 +321,7 @@ function LlmParsingConfig({ addon }: { addon: Addon }) {
           />
         </MAdminField>
         {provider === 'anthropic' && (
-          <p className="font-geist text-[0.625rem] leading-relaxed text-m-faint">
-            Anthropic reads PDFs (including scans) natively. Local/OpenAI models receive extracted text — scanned PDFs need Anthropic.
-          </p>
+          <p className="font-geist text-[0.625rem] leading-relaxed text-m-faint">{ANTHROPIC_HINT}</p>
         )}
       </section>
 
diff --git a/client/tests/unit/mobile/admin/MAdminAddonManager.test.tsx b/client/tests/unit/mobile/admin/MAdminAddonManager.test.tsx
index d586b9ff4..b06d5f98b 100644
--- a/client/tests/unit/mobile/admin/MAdminAddonManager.test.tsx
+++ b/client/tests/unit/mobile/admin/MAdminAddonManager.test.tsx
@@ -574,6 +574,7 @@ describe('MAdminAddonManager', () => {
 
     await user.click(screen.getByRole('button', { name: 'Anthropic' }));
     expect(screen.queryByPlaceholderText('https://api.openai.com/v1')).not.toBeInTheDocument();
+    expect(screen.getByPlaceholderText('https://api.anthropic.com')).toHaveValue('');
     expect(screen.getByPlaceholderText('claude-opus-4-8')).toBeInTheDocument();
     expect(screen.getByText(/Anthropic reads PDFs/)).toBeInTheDocument();
   });