diff --git a/src/khoj/processor/conversation/openai/gpt.py b/src/khoj/processor/conversation/openai/gpt.py
index 389f52ab..18eaea47 100644
--- a/src/khoj/processor/conversation/openai/gpt.py
+++ b/src/khoj/processor/conversation/openai/gpt.py
@@ -10,8 +10,10 @@ from khoj.processor.conversation import prompts
 from khoj.processor.conversation.openai.utils import (
     chat_completion_with_backoff,
     completion_with_backoff,
+    get_openai_api_json_support,
 )
 from khoj.processor.conversation.utils import (
+    JsonSupport,
     clean_json,
     construct_structured_message,
     generate_chatml_messages_with_context,
@@ -126,13 +128,14 @@ def send_message_to_model(
     """
 
     # Get Response from GPT
+    json_support = get_openai_api_json_support(model, api_base_url)
     return completion_with_backoff(
         messages=messages,
         model_name=model,
         openai_api_key=api_key,
         temperature=temperature,
         api_base_url=api_base_url,
-        model_kwargs={"response_format": {"type": response_type}},
+        model_kwargs={"response_format": {"type": response_type}} if json_support >= JsonSupport.OBJECT else {},
         tracer=tracer,
     )
 
diff --git a/src/khoj/processor/conversation/openai/utils.py b/src/khoj/processor/conversation/openai/utils.py
index 88d75763..f80c446a 100644
--- a/src/khoj/processor/conversation/openai/utils.py
+++ b/src/khoj/processor/conversation/openai/utils.py
@@ -2,6 +2,7 @@ import logging
 import os
 from threading import Thread
 from typing import Dict, List
+from urllib.parse import urlparse
 
 import openai
 from openai.types.chat.chat_completion import ChatCompletion
@@ -16,6 +17,7 @@ from tenacity import (
 )
 
 from khoj.processor.conversation.utils import (
+    JsonSupport,
     ThreadedGenerator,
     commit_conversation_trace,
 )
@@ -245,3 +247,13 @@ def llm_thread(
         logger.error(f"Error in llm_thread: {e}", exc_info=True)
     finally:
         g.close()
+
+
+def get_openai_api_json_support(model_name: str, api_base_url: str = None) -> JsonSupport:
+    if model_name.startswith("deepseek-reasoner"):
+        return JsonSupport.NONE
+    if api_base_url:
+        host = urlparse(api_base_url).hostname
+        if host and host.endswith(".ai.azure.com"):
+            return JsonSupport.OBJECT
+    return JsonSupport.SCHEMA
diff --git a/src/khoj/processor/conversation/utils.py b/src/khoj/processor/conversation/utils.py
index a7e6e694..de82f067 100644
--- a/src/khoj/processor/conversation/utils.py
+++ b/src/khoj/processor/conversation/utils.py
@@ -878,3 +878,9 @@ def messages_to_print(messages: list[ChatMessage], max_length: int = 70) -> str:
             return str(content)
 
     return "\n".join([f"{json.dumps(safe_serialize(message.content))[:max_length]}..." for message in messages])
+
+
+class JsonSupport(int, Enum):
+    NONE = 0
+    OBJECT = 1
+    SCHEMA = 2