Potassium Carbonate → 3-{2-chloro-4-[(dimethylamino)sulfonyl]phenoxy}-5-[(1S)-2-methoxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide

HRID 20544

반응식

HRID 20544 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:14]=[C:15]([O:17][C@@H:18]([CH3:22])[CH2:19][O:20][CH3:21])[CH:16]=1)[C:5]([NH:7][C:8]1[CH:12]=[CH:11][N:10]([CH3:13])[N:9]=1)=[O:6].C(=O)([O-])[O-].[K+].[K+].[Cl:29][C:30]1[CH:31]=[C:32]([S:37]([N:40]([CH3:42])[CH3:41])(=[O:39])=[O:38])[CH:33]=[CH:34][C:35]=1F>C(#N)C>[Cl:29][C:30]1[CH:31]=[C:32]([S:37]([N:40]([CH3:42])[CH3:41])(=[O:39])=[O:38])[CH:33]=[CH:34][C:35]=1[O:1][C:2]1[CH:3]=[C:4]([CH:14]=[C:15]([O:17][C@@H:18]([CH3:22])[CH2:19][O:20][CH3:21])[CH:16]=1)[C:5]([NH:7][C:8]1[CH:12]=[CH:11][N:10]([CH3:13])[N:9]=1)=[O:6]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 6977763-chloro-4-fluoro-N,N-dimethylbenzenesulfonamideHCID 591271783-hydroxy-5-{[(2S)-1-methoxypropan-2-yl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)benzamide

생성물 1

HCID 115409373-{2-chloro-4-[(dimethylamino)sulfonyl]phenoxy}-5-[(1S)-2-methoxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide수율 688.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
160 °C

실험 절차

To a solution of 3-hydroxy-5-[(1S)-2-methoxy-(1-methylethyl)oxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide (152 mg, 0.50 mmol) in acetonitrile (3.5 mL) was added potassium carbonate (345 mg, 2.5 mmol) and 3-chloro-4-fluoro-N,N-dimethylbenzenesulfonamide (237 mg, 1.0 mmol) and the mixture was heated under microwave conditions at 160° C. for 2 hours. The mixtures were filtered and evaporated. The residue was purified by flash chromatography (eluting with an increasing gradient of 60 to 100% ethyl acetate in isohexane) to afford the title compound (1.8 g, 98%).

후처리

  1. filtrationThe mixtures were filtered
  2. customevaporated
  3. customThe residue was purified by flash chromatography (
  4. washeluting with an increasing gradient of 60 to 100% ethyl acetate in isohexane)

출처 및 근거

ORD 기록
ord-083b80e7c49b4478bd4c79d11302e20a
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745475B2

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