Triethylamine → 2-(4-(ethylsulfonamidomethyl)-3-fluorophenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

HRID 1428772ノート

反応式

HRID 1428772 の反応式
[CH2:1]([S:3]([NH:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH3:18])[C:15]([OH:17])=O)=[CH:10][C:9]=1[F:19])(=[O:5])=[O:4])[CH3:2].[C:20]1([CH3:38])[CH:25]=[CH:24][CH:23]=[C:22]([C:26]2[C:31]([CH2:32][NH2:33])=[CH:30][CH:29]=[C:28]([C:34]([F:37])([F:36])[F:35])[N:27]=2)[CH:21]=1.ON1C2C=CC=CC=2N=N1.CN(C)CCCN=C=NCC.C(N(CC)CC)C>O1CCOCC1>[CH2:1]([S:3]([NH:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH3:18])[C:15]([NH:33][CH2:32][C:31]2[C:26]([C:22]3[CH:21]=[C:20]([CH3:38])[CH:25]=[CH:24][CH:23]=3)=[N:27][C:28]([C:34]([F:37])([F:35])[F:36])=[CH:29][CH:30]=2)=[O:17])=[CH:10][C:9]=1[F:19])(=[O:4])=[O:5])[CH3:2]

参加物

7

反応物 5

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 708165692-(4-(Ethylsulfonamidomethyl)-3-fluorophenyl)propanoic acidHCID 86680208(2-m-Tolyl-6-(trifluoromethyl)pyridin-3-yl)methanamine

生成物 1

HCID 715393842-(4-(ethylsulfonamidomethyl)-3-fluorophenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

2-(4-(Ethylsulfonamidomethyl)-3-fluorophenyl)propanoic acid (60 mg, 0.207 mmol) and (2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methanamine (61 mg, 0.228 mmol) was dissolved and mixed in 1,4-dioxane, followed by addition of N-hydroxybenzotriazole (42 mg, 0.311 mmol) and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide (60 mg, 0.311 mmol) and triethylamine (0.07 mL, 0.518 mmol). The reaction mixture was stirred for overnight and then quenched by water and extracted with ethyl acetate. Drying over magnesium sulfate, evaporation of the ethyl acetate and purification by column chromatography gave 2-(4-(ethylsulfonamidomethyl)-3-fluorophenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide (example 83) in pure form (52 mg, 47%).

後処理

  1. customquenched by water
  2. extractionextracted with ethyl acetate
  3. dry with materialDrying over magnesium sulfate, evaporation of the ethyl acetate and purification by column chromatography

出典と根拠

ORDレコード
ord-96a9d30b0de84839afc976e24913a79a
出典データセット
uspto-grants-2015_01
特許番号
US08937092B2

反応ノート

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