تفاعل #51908

ord-bc944c46c3124ec2806eac8d44ed2373

معادلة التفاعل

CCOC(=O)c1cnc2c(C)c(CO)sc2c1O
ethyl 7-hydroxy-2-(hydroxymethyl)-3-methylthieno[3,2-b]pyridine-6-carboxylate
NCc1ccc(F)cc1
4-fluorobenzylamine
Cc1c(CO)sc2c(O)c(C(=O)NCc3ccc(F)cc3)cnc12
title compound
المردود 85.5%
Cc1c(CO)sc2c(O)c(C(=O)NCc3ccc(F)cc3)cnc12
N-(4-fluorobenzyl)-7-hydroxy-2-(hydroxymethyl)-3-methylthieno[3,2-b]pyridine-6-carboxamide
المردود 85.5%

المذيبات

ظروف التفاعل

درجة الحرارة
80°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe mixture was then cooled to room temperature
  2. 2
    درجة الحرارةcooled in the refrigerator for three hours
  3. 3
    ترشيحThe resulting mixture was then filtered
  4. 4
    غسيلthe obtained solid was washed with 1N HCl several times (50 mL total volume)
  5. 5
    أخرىdried in a vacuum oven at 60° C. over night

الإجراء التجريبي

A suspension of 140 mg (0.52 mmol) ethyl 7-hydroxy-2-(hydroxymethyl)-3-methylthieno[3,2-b]pyridine-6-carboxylate in 1.28 mL (11.2 mmol) 4-fluorobenzylamine was heated to 80° C. for 24 hours. The mixture was then cooled to room temperature and added to 10 mL of 1N HCl and then cooled in the refrigerator for three hours. The resulting mixture was then filtered and the obtained solid was washed with 1N HCl several times (50 mL total volume) and dried in a vacuum oven at 60° C. over night to provide 154 mg of the title compound as a tan solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06852731B2uspto-grants-2005_02