Oxalyl chloride → HCID 66610889、化合物

HRID 1424412

反応式

HRID 1424412 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-c1c9c5d38bb246cb9635ed326c961b2a
出典データセット
uspto-grants-2015_01
特許番号
US08927711B2

関連ノート

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