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

HRID 1525642ノート

反応式

HRID 1525642 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-a284f27bbef3449894fcd3114f1fa3f0
出典データセット
uspto-grants-2015_07
特許番号
US09085517B2

反応ノート

読み込み中…