tert-Butyl Methyl [3-Cyano-5-(trifluoromethyl)pyridin-2-yl]malonate → Tert-butyl 7-oxo-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-8-carboxylate

HRID 969576

反応式

HRID 969576 の反応式
[C:1]([C:3]1[C:4]([CH:13]([C:21](OC)=[O:22])[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[N:5][CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1)#[N:2].[H][H]>C(O)C.[Ni]>[O:22]=[C:21]1[CH:13]([C:14]([O:16][C:17]([CH3:18])([CH3:20])[CH3:19])=[O:15])[C:4]2[N:5]=[CH:6][C:7]([C:9]([F:12])([F:11])[F:10])=[CH:8][C:3]=2[CH2:1][NH:2]1

参加物

5

反応物 2

HCID 59017435tert-Butyl Methyl [3-Cyano-5-(trifluoromethyl)pyridin-2-yl]malonateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 59017436Tert-butyl 7-oxo-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-8-carboxylate収率 99.6%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 702Ethanol溶媒

実験手順

To a solution of tert-butyl methyl [3-cyano-5-(trifluoromethyl)pyridin-2-yl]malonate (4.02 g, 11.7 mmol) in ethanol (60 mL) was added a slurry of Raney Nickel (0.60 g, 10 mmol). The mixture was placed on a Parr apparatus and hydrogenated under hydrogen at 40 psi overnight. The suspension was filtered through celite and the filtrate was evaporated in vaccuo to afford 3.68 g (99.6%) of the desired product as a yellow oil. LC-MS calculated for C14H15F3N2O3: (M+H)+317; found 217.1 (M−CO2tBu+H+1)+.

後処理

  1. filtrationThe suspension was filtered through celite
  2. customthe filtrate was evaporated in vaccuo

出典と根拠

ORDレコード
ord-6a160589347d4a078eccdda47061eb22
出典データセット
uspto-grants-2007_12
特許番号
US07307086B2

関連ノート

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