Triethylamine → [(4S,5R)-4-(3-amino-phenyl)-5-ethyl-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester

HRID 2409136ノート

反応式

HRID 2409136 の反応式
[C:1]([O:5][C:6](=[O:28])[NH:7][C:8]1[N:9]([CH3:27])[C:10](=[O:26])[C@H:11]([CH2:24][CH3:25])[C@@:12]([CH3:23])([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-])=O)[CH:15]=2)[N:13]=1)([CH3:4])([CH3:3])[CH3:2].CCN(CC)CC>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:28])[NH:7][C:8]1[N:9]([CH3:27])[C:10](=[O:26])[C@H:11]([CH2:24][CH3:25])[C@:12]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([NH2:20])[CH:15]=2)([CH3:23])[N:13]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 2

HCID 8471TriethylamineHCID 57496603[(4S,5R)-5-ethyl-1,4-dimethyl-4-(3-nitro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester

生成物 1

HCID 57496604[(4S,5R)-4-(3-amino-phenyl)-5-ethyl-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester収率 107.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A suspension of [(4S,5R)-5-ethyl-1,4-dimethyl-4-(3-nitro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (90 mg) in ethyl alcohol (2 ml), NEt3 (10 mg) and Pd/C (10%, 10 mg) was hydrogenated at normal pressure and 22° C. for 2 h. The mixture was filtered and the filtrate evaporated to give [(4S,5R)-4-(3-amino-phenyl)-5-ethyl-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (89 mg) as a colorless foam. MS (ESI): m/z=361.4 [M+H]+.

後処理

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated

出典と根拠

ORDレコード
ord-cc9d038acaf14592940f960275e5dd85
出典データセット
uspto-grants-2014_08
特許番号
US08815881B2

反応ノート

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