Pyridine → 2-Chloro-4-{[1-(3-fluoro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid methyl ester

HRID 2235137노트

반응식

HRID 2235137 반응식
[F:1][C:2]1[CH:3]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[CH3:12][O:13][C:14](=[O:35])[C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([C:24]2[CH:33]=[C:32]3[C:27]([CH2:28][CH2:29][CH2:30][NH:31]3)=[CH:26][CH:25]=2)=[O:23])=[CH:17][C:16]=1[Cl:34].N1C=CC=CC=1>ClCCl>[CH3:12][O:13][C:14](=[O:35])[C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([C:24]2[CH:33]=[C:32]3[C:27]([CH2:28][CH2:29][CH2:30][N:31]3[S:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)(=[O:10])=[O:9])=[CH:26][CH:25]=2)=[O:23])=[CH:17][C:16]=1[Cl:34]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 27342583-Fluorobenzenesulfonyl ChlorideHCID 686967962-Chloro-4-[(1,2,3,4-tetrahydro-quinoline-7-carbonyl)-amino]-benzoic acid methyl ester

생성물 1

HCID 686978212-Chloro-4-{[1-(3-fluoro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid methyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-Fluorobenzenesulphonyl chloride (0.027 g, 0.137 mmol, 1.05 equiv.) was added to a mixture of 2-chloro-4-[(1,2,3,4-tetrahydro-quinoline-7-carbonyl)-amino]-benzoic acid methyl ester (0.045 g, 0.130 mmol) and pyridine (0.1 ml) in dichloromethane (2 ml) and the mixture shaken for 16 hours. The solution was washed with saturated sodium hydrogen carbonate (2 ml) and 1M aqueous HCl (2 ml) then dried over magnesium sulphate. The solution was evaporated to afford the crude 2-chloro-4-{[1-(3-fluoro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid methyl ester, 0.097 g, as a red oil. This material was taken onto the next step without further purification. LC @215 nm; Rt 1.64: 100%, m/z (ES+): 502 (M+H).

후처리

  1. washThe solution was washed with saturated sodium hydrogen carbonate (2 ml) and 1M aqueous HCl (2 ml)
  2. dry with materialthen dried over magnesium sulphate
  3. customThe solution was evaporated

출처 및 근거

ORD 기록
ord-888af1fc5bfd468f954aad5c9a7e24a8
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07713996B2

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