Sodium Hydroxide → (2E)-3-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-N-(4-([(4-propyl-4H-1,2,4-triazol-3-yl)methyl]thio)phenyl)acrylamide

HRID 30709ノート

反応式

HRID 30709 の反応式
C(O[C:9]([S:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19](=[O:35])/[CH:20]=[CH:21]/[C:22]2[CH:23]=[N:24][N:25]([CH3:34])[C:26]=2[C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)=[CH:14][CH:13]=1)=O)C1C=CC=CC=1.ClC[C:38]1[N:42]([CH2:43][CH2:44][CH3:45])[CH:41]=[N:40][N:39]=1.[OH-].[Na+]>C(O)C>[F:33][C:30]1[CH:29]=[CH:28][C:27]([C:26]2[N:25]([CH3:34])[N:24]=[CH:23][C:22]=2/[CH:21]=[CH:20]/[C:19]([NH:18][C:15]2[CH:14]=[CH:13][C:12]([S:11][CH2:9][C:38]3[N:42]([CH2:43][CH2:44][CH3:45])[CH:41]=[N:40][N:39]=3)=[CH:17][CH:16]=2)=[O:35])=[CH:32][CH:31]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 229387563-(chloromethyl)-4-propyl-4H-1,2,4-triazoleHCID 86602524(2E)-N-{4-[(benzyloxycarbonyl)sulfanyl]phenyl}-3-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]acrylamide

生成物 1

HCID 69206966(2E)-3-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-N-(4-([(4-propyl-4H-1,2,4-triazol-3-yl)methyl]thio)phenyl)acrylamide収率 65%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of (2E)-N-{4-[(benzyloxycarbonyl)sulfanyl]phenyl}-3-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]acrylamide (488 mg), 3-(chloromethyl)-4-propyl-4H-1,2,4-triazole (240 mg), a 1N aqueous sodium hydroxide solution (3 ml) and ethanol (30 ml) was stirred at room temperature for 3 hrs. The reaction mixture was concentrated, poured into water, and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated to give (2E)-3-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-N-(4-{[(4-propyl-4H-1,2,4-triazol-3-yl)methyl]thio}phenyl)acrylamide (310 mg, 65%) as pale-yellow crystals.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additionpoured into water
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-0cda900b3fe94be79e82df43910c6caf
出典データセット
uspto-grants-2008_09
特許番号
US07423159B2

反応ノート

読み込み中…