Acetic Acid → 4-{[(5-Chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide

HRID 1525642노트

반응식

HRID 1525642 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([OH:12])[CH:5]=[N:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10].Br[CH2:14][C:15]1[C:29]([F:30])=[CH:28][C:18]([C:19]([NH:21][S:22]([N:25]([CH3:27])[CH3:26])(=[O:24])=[O:23])=[O:20])=[C:17]([F:31])[CH:16]=1.C(=O)([O-])[O-].[K+].[K+].C(O)(=O)C>CS(C)=O.O>[Cl:1][C:2]1[CH:3]=[C:4]([O:12][CH2:14][C:15]2[C:29]([F:30])=[CH:28][C:18]([C:19]([NH:21][S:22]([N:25]([CH3:27])[CH3:26])(=[O:24])=[O:23])=[O:20])=[C:17]([F:31])[CH:16]=2)[CH:5]=[N:6][C:7]=1[O:8][CH:9]([CH3:10])[CH3:11]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 11430Potassium CarbonateHCID 580424365-Chloro-6-isopropoxypyridin-3-OLHCID 896195864-(Bromomethyl)-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide

생성물 1

HCID 716160194-{[(5-Chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide수율 30%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

실험 절차

A solution of 5-chloro-6-isopropoxypyridin-3-ol (Preparation 6, 44 mg, 0.232 mmol), 4-(bromomethyl)-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide (Preparation 1, 83 mg, 0.23 mmol) and potassium carbonate (64 mg, 0.47 mmol) in dimethyl sulfoxide (5 mL) was stirred at room temperature for 16 hours. The reaction mixture was diluted with water (20 mL) and acidified to ˜pH 4 using acetic acid (2 mL). The resulting precipitate was filtered, washed with water (20 mL) and dried to afford the title compound as a white solid (32 mg).

후처리

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water (20 mL)
  3. customdried

출처 및 근거

ORD 기록
ord-a284f27bbef3449894fcd3114f1fa3f0
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09085517B2

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