تفاعل #79389

ord-428d0d385d4a47b69bc680b52a7dce02

معادلة التفاعل

Clc1ncnc2ccc(Br)cc12
4-Chloro-6-bromoquinazoline
Nc1ccc(OCc2ccccc2)cc1
4-benzyloxyaniline
Brc1ccc2ncnc(Nc3ccc(OCc4ccccc4)cc3)c2c1.Cl
product
المردود 88.1%
Brc1ccc2ncnc(Nc3ccc(OCc4ccccc4)cc3)c2c1.Cl
(4-Benzyloxyphenyl)-(6-bromoquinazolin-4-yl)-amine hydrochloride
المردود 88.1%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةheated
  2. 2
    درجة الحرارةat reflux for 10 mins (Procedure A)
  3. 3
    أخرىthe 2-propanol removed in vacuo
  4. 4
    أخرىThe resulting solid was triturated with acetone

الإجراء التجريبي

4-Chloro-6-bromoquinazoline (0.25 g, 1.0 mmol) and 4-benzyloxyaniline (0.25 g, 1.3 mmol) were mixed in 2-propanol (6 ml) and heated at reflux for 10 mins (Procedure A). The solution was allowed to cool at room temperature and the 2-propanol removed in vacuo. The resulting solid was triturated with acetone to give the product as a yellow solid (0.39 g, 88%); δH [2H6]-DMSO 11.60 (1H, b, NH), 9.21 (1H, s, 5-H), 8.86 (1H, s, 2-H), 8.20 (1H, d, 7-H), 7.90 (1H, d, 8-H), 7.65 (2H, d, 2′-H, 6′-H), 7.50-7.25 (5H, m, Ph-H), 7.10 (2H, d, 3′-H, 5′-H), 5.15 (2H, s, CH2); m/z 405/407 (M+).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06713485B2uspto-grants-2004_03