Oxalyl chloride → HCID 66610889, 화합물

HRID 1424412

반응식

HRID 1424412 반응식
[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]

참가 물질

7

반응물 3

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

생성물 1

HCID 66610889HCID 66610889, 화합물

시약·촉매·용매 3

HCID 1049Pyridine용매HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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)−.

후처리

  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

출처 및 근거

ORD 기록
ord-c1c9c5d38bb246cb9635ed326c961b2a
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927711B2

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