Sodium borohydride → 2-(3-(aminomethyl)phenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

HRID 1428704ノート

反応式

HRID 1428704 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]([CH3:31])[C:10]([NH:12][CH2:13][C:14]2[C:15]([C:24]3[CH:25]=[C:26]([CH3:30])[CH:27]=[CH:28][CH:29]=3)=[N:16][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:19]=2)=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2].[BH4-].[Na+]>C(O)C.C(OCC)(=O)C.[NiH6-5]Cl>[NH2:2][CH2:1][C:3]1[CH:4]=[C:5]([CH:9]([CH3:31])[C:10]([NH:12][CH2:13][C:14]2[C:15]([C:24]3[CH:25]=[C:26]([CH3:30])[CH:27]=[CH:28][CH:29]=3)=[N:16][C:17]([C:20]([F:23])([F:21])[F:22])=[CH:18][CH:19]=2)=[O:11])[CH:6]=[CH:7][CH:8]=1

参加物

6

反応物 2

HCID 4311764Sodium borohydrideHCID 866802072-(3-cyanophenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

生成物 1

HCID 866802092-(3-(aminomethyl)phenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide収率 60%

試薬・触媒・溶媒 3

HCID 178479586HCID 178479586、化合物触媒HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a stirred solution of 2-(3-cyanophenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide (217 mg, 5.13 mmol) in dry ethanol (15 mL), cooled to 0° C., were added nickel(II) chloride hexahydride (121 mg, 5.13 mmol). Sodium borohydride (136 mg, 35.9 mmol) was added in small portions over 10 min. The reaction mixture was allowed to warm to room temperature and left to stir for a further 1 h. The purple residue was dissolved in ethyl acetate (50 mL) and extracted with saturated NaHCO3. The organic layer was dried over magnesium sulfate and the solvent removed in vacuo to yield 2-(3-(aminomethyl)phenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide (130 mg, 60%).

後処理

  1. waitleft
  2. extractionextracted with saturated NaHCO3
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-fd06d700d42048d08cb6d2ac88a9555a
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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