Potassium Carbonate → 6-Chloro-3-{2-[(S)-4-(4-chloro-2-fluoro-5-methoxy-phenyl)-2-methyl-piperazin-1-yl]-2-oxo-ethyl}-3H-benzooxazol-2-one

HRID 1710628노트

반응식

HRID 1710628 반응식
Cl[CH2:2][C:3]([N:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[C:15]([O:17][CH3:18])[C:14]([Cl:19])=[CH:13][C:12]=2[F:20])[CH2:7][C@@H:6]1[CH3:21])=[O:4].[Cl:22][C:23]1[CH:32]=[CH:31][C:26]2[NH:27][C:28](=[O:30])[O:29][C:25]=2[CH:24]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:22][C:23]1[CH:32]=[CH:31][C:26]2[N:27]([CH2:2][C:3]([N:5]3[CH2:10][CH2:9][N:8]([C:11]4[CH:16]=[C:15]([O:17][CH3:18])[C:14]([Cl:19])=[CH:13][C:12]=4[F:20])[CH2:7][C@@H:6]3[CH3:21])=[O:4])[C:28](=[O:30])[O:29][C:25]=2[CH:24]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 298586-Chloro-2,3-dihydrobenzoxazol-2-oneHCID 576427672-Chloro-1-[(S)-4-(4-chloro-2-fluoro-5-methoxy-phenyl)-2-methyl-piperazin-1-yl]-ethanone

생성물 1

HCID 160593716-Chloro-3-{2-[(S)-4-(4-chloro-2-fluoro-5-methoxy-phenyl)-2-methyl-piperazin-1-yl]-2-oxo-ethyl}-3H-benzooxazol-2-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Compound 7 was prepared according to the procedure described in Example 2 using 2-chloro-1-[(S)-4-(4-chloro-2-fluoro-5-methoxy-phenyl)-2-methyl-piperazin-1-yl]-ethanone (6), 6-chloro-3H-benzooxazol-2-one and K2CO3 in DMF: HPLC retention time, 2.87 minutes (Agilent Zorbax SB-C18, 2.1×50 mm, 5μ, 35° C.) using 1 ml/min flow rate, a 2.5 minute gradient of 20% to 100% B with a 1.1 minute wash at 100% B (A, 0.1% formic acid/5% acetonitrile/94.9% water, B, 0.1% formic acid/5% water/94.9% acetonitrile); MS (ES) M+H expected, 468.3, found, 468.4.

후처리

  1. customHPLC retention time, 2.87 minutes (Agilent Zorbax SB-C18, 2.1×50 mm, 5μ, 35° C.)
  2. washa 2.5 minute gradient of 20% to 100% B with a 1.1 minute wash at 100% B (A, 0.1% formic acid/5% acetonitrile/94.9% water, B, 0.1% formic acid/5% water/94.9% acetonitrile)

출처 및 근거

ORD 기록
ord-54ed7f9923d34ba1873ab0b4596afc75
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790726B2

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