From 7cf0681debc6188a0e0bab91b3ad9d4bdecc51c0 Mon Sep 17 00:00:00 2001
From: chelsea <chelsea@chelseawoodruff.net>
Date: Mon, 16 Feb 2026 12:30:25 -0600
Subject: [PATCH] debug: add logging and partial name matching for med context
 lookup

---
 bot/commands/medications.py | 41 ++++++++++++++++++++++++++++++-------
 1 file changed, 34 insertions(+), 7 deletions(-)

diff --git a/bot/commands/medications.py b/bot/commands/medications.py
index 003b674..f41866e 100644
--- a/bot/commands/medications.py
+++ b/bot/commands/medications.py
@@ -11,14 +11,18 @@ import ai.parser as ai_parser
 async def _get_scheduled_time_from_context(message, med_name):
     """Fetch recent messages and extract scheduled time from medication reminder.
 
-    Looks for bot messages in the last 5 messages that match the pattern:
+    Looks for bot messages in the last 10 messages that match the pattern:
     "Time to take {med_name} (...) · HH:MM"
 
     Returns the scheduled time string (e.g., "12:00") or None if not found.
     """
     try:
-        # Get last 5 messages from channel history
-        async for msg in message.channel.history(limit=5):
+        print(
+            f"[DEBUG] Looking for reminder for '{med_name}' in channel history",
+            flush=True,
+        )
+        # Get last 10 messages from channel history (increased from 5)
+        async for msg in message.channel.history(limit=10):
             # Skip the current message
             if msg.id == message.id:
                 continue
@@ -28,17 +32,40 @@ async def _get_scheduled_time_from_context(message, med_name):
                 continue
 
             content = msg.content
+            print(f"[DEBUG] Checking bot message: {content[:100]}...", flush=True)
 
             # Look for reminder pattern: "Time to take {med_name} (...) · HH:MM"
-            # Use case-insensitive match for medication name
+            # First try exact match
             pattern = rf"Time to take {re.escape(med_name)}.*?·\s*(\d{{1,2}}:\d{{2}})"
             match = re.search(pattern, content, re.IGNORECASE)
 
             if match:
-                return match.group(1)
+                scheduled_time = match.group(1)
+                print(f"[DEBUG] Found scheduled time: {scheduled_time}", flush=True)
+                return scheduled_time
 
-    except Exception:
-        pass
+            # If no exact match, try to extract any medication name from reminder
+            # Pattern: "Time to take (name) (dosage) · time"
+            general_pattern = r"Time to take\s+(\w+)\s+\(.*?\)\s+·\s*(\d{1,2}:\d{2})"
+            general_match = re.search(general_pattern, content, re.IGNORECASE)
+            if general_match:
+                reminder_med_name = general_match.group(1)
+                # Check if the names match (case insensitive, or one contains the other)
+                if (
+                    med_name.lower() in reminder_med_name.lower()
+                    or reminder_med_name.lower() in med_name.lower()
+                ):
+                    scheduled_time = general_match.group(2)
+                    print(
+                        f"[DEBUG] Found scheduled time via partial match: {scheduled_time}",
+                        flush=True,
+                    )
+                    return scheduled_time
+
+        print(f"[DEBUG] No reminder found for '{med_name}'", flush=True)
+
+    except Exception as e:
+        print(f"[DEBUG] Error in _get_scheduled_time_from_context: {e}", flush=True)
 
     return None