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 1409597노트

반응식

HRID 1409597 반응식
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]

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 8857Ethyl Acetate용매

실험 절차

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+).

후처리

  1. filtrationThe mixture was filtered
  2. customevaporated to dryness

출처 및 근거

ORD 기록
ord-34ac2f912b674fed83b242a76c3ac42f
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921388B2

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