5-Benzyloxy-2-cyclohexylmethyl-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid methyl ester → 2-Cyclohexylmethyl-5-hydroxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid methyl ester

HRID 1409597ノート

反応式

HRID 1409597 の反応式
C([O:8][C:9]1[C:14](=[O:15])[N:13]([CH3:16])[C:12]([CH2:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[N:11][C:10]=1[C:24]([O:26][CH3:27])=[O:25])C1C=CC=CC=1>CCOC(C)=O.[OH-].[OH-].[Pd+2]>[CH3:27][O:26][C:24]([C:10]1[N:11]=[C:12]([CH2:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[N:13]([CH3:16])[C:14](=[O:15])[C:9]=1[OH:8])=[O:25]

参加物

4

反応物 1

HCID 867102965-Benzyloxy-2-cyclohexylmethyl-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid methyl ester

生成物 1

HCID 867102972-Cyclohexylmethyl-5-hydroxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid methyl ester収率 70.5%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of methyl 5-(benzyloxy)-2-(cyclohexylmethyl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate (60 mg, 162 μmol) and 20% palladium hydroxide on carbon (11.4 mg, 16.2 μmol) in EtOAc (10 ml) was placed under an atmosphere of hydrogen and stirred at room temperature overnight. The mixture was filtered and then evaporated to dryness. Chromatography (SiO2; 0 to 20% EtOAc in hexanes) gave the title product as a white solid (0.032 g; 70%). LCMS: m/z=281 (MH+).

後処理

  1. filtrationThe mixture was filtered
  2. customevaporated to dryness

出典と根拠

ORDレコード
ord-34ac2f912b674fed83b242a76c3ac42f
出典データセット
uspto-grants-2014_12
特許番号
US08921388B2

反応ノート

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