Chloroacetyl chloride → 2-Chloromethyl-3-(2-chlorophenyl)-5-fluoro-3H-quinazolin-4-one

HRID 241908

反応式

HRID 241908 の反応式
[NH2:1][C:2]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[Cl:13])=[O:5].[Cl:19][CH2:20][C:21](Cl)=O>C(O)(=O)C>[Cl:19][CH2:20][C:21]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[Cl:13])[C:4](=[O:5])[C:3]2[C:2](=[CH:17][CH:16]=[CH:15][C:14]=2[F:18])[N:1]=1

参加物

4

反応物 2

HCID 6577Chloroacetyl chlorideHCID 223165682-amino-N-(2-chlorophenyl)-6-fluorobenzamide

生成物 1

HCID 223165672-Chloromethyl-3-(2-chlorophenyl)-5-fluoro-3H-quinazolin-4-one収率 70.4%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Prepared according to Procedure B with 1e (500 mg, 1.89 mmol) and chloroacetyl chloride (0.45 mL, 5.67 mmol) in acetic acid (10 mL). Purified by extraction from aq. K2CO3 and recrystallization from isopropanol to afford 430 mg of an off-white crystalline solid (70%). 1H NMR (CDCl3) δ: 7.76 (dt, J=5.3, 8.2 Hz, 1H); 7.56-7.65 (m, 2H); 7.47-7.56 (m, 3H); 7.16-7.25 (m, 1H); 4.35 (d, J=12 Hz, 1H), 4.07 (d, J=12 Hz, 1H). MS (ES): m/z 323.0 (M+).

後処理

  1. customPrepared
  2. customPurified by extraction from aq. K2CO3 and recrystallization from isopropanol

出典と根拠

ORDレコード
ord-4926188f0c694731908c918c24a1219d
出典データセット
uspto-grants-2014_02
特許番号
US08653077B2

関連ノート

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