Oxalyl chloride → HCID 66610889、化合物

HRID 625753

反応式

HRID 625753 の反応式
[Br:1][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)[C:3]([OH:5])=O.C(Cl)(=O)C(Cl)=O.[NH2:19][C:20]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:21]=1[C:22]([NH2:24])=[O:23]>C(Cl)Cl.CN(C=O)C.N1C=CC=CC=1>[Br:1][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)[C:3]([NH:19][C:20]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:21]=1[C:22]([NH2:24])=[O:23])=[O:5]

参加物

7

反応物 3

HCID 65578Oxalyl chlorideHCID 102410042-Amino-4-fluorobenzamideHCID 16217752Bromo(4-fluorophenyl)acetic acid

生成物 1

HCID 66610889HCID 66610889、化合物

試薬・触媒・溶媒 3

HCID 1049Pyridine溶媒HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a solution of 2-bromo-2-(4-fluorophenyl)acetic acid (425 mg, 1.82 mmol) in DCM (5 mL) and DMF (0.05 mL) was added oxalyl chloride (0.17 mL, 1.91 mmol) and the solution was stirred for 0.75 h. The solution was then cooled to 0° C. and a solution of 2-amino-4-fluorobenzamide (267 mg, 1.73 mmol) in pyridine (1 mL) was added. The solution was stirred at rt for 1 h and then evaporated. The crude residue was partitioned between EtOAc and 2 N HCl. The EtOAc layer was evaporated to give 2-(2-bromo-2-(4-fluorophenyl)acetamido)-4-fluorobenzamide as a crude oil which was used without further purification. (420 mg, 62%). LC-MS (ESI) m/z 369 (M−H)—.

後処理

  1. stirringThe solution was stirred at rt for 1 h
  2. customevaporated
  3. customThe crude residue was partitioned between EtOAc and 2 N HCl
  4. customThe EtOAc layer was evaporated

出典と根拠

ORDレコード
ord-6d6a742a0aa540a0a63b152078c2fb70
出典データセット
uspto-grants-2016_04
特許番号
US09308207B2

関連ノート

読み込み中…