N-Methylcyclohexylamine → 6-(cyclohexyl(methyl)amino)-N-(4-hydroxyphenyl)pyrimidine-4-carboxamide

HRID 1946721

반응식

HRID 1946721 반응식
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:12]=2C)=[O:9])[CH:3]=1.ClC1N=CN=C([C:26]([NH:28][C:29]2[CH:34]=[CH:33][C:32](O)=[CH:31][CH:30]=2)=O)C=1.C(N(CC)CC)C.CNC1CCCCC1>C1COCC1>[CH:29]1([N:28]([CH3:26])[C:2]2[N:7]=[CH:6][N:5]=[C:4]([C:8]([NH:10][C:11]3[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=3)=[O:9])[CH:3]=2)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1

참가 물질

6

반응물 4

HCID 7514N-MethylcyclohexylamineHCID 8471TriethylamineHCID 594468766-chloro-N-(4-hydroxyphenyl)pyrimidine-4-carboxamideHCID 594471056-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide

생성물 1

HCID 251827586-(cyclohexyl(methyl)amino)-N-(4-hydroxyphenyl)pyrimidine-4-carboxamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide, Intermediate 7 (75.0 mg; 0.30 mmol) in THF (4 mL) was treated with triethylamine (42 μl; 0.30 mmol) and N-methylcyclohexylamine (Aldrich, 43 μl; 0.33 mmol). The reaction mixture was stirred for 24 h. The solvents were removed in vacuo, then the crude product was purified by column chromatography (silica), eluting with cyclohexane containing an increasing amount of EtOAc. The title compound was obtained as a yellow solid.

후처리

  1. customThe solvents were removed in vacuo
  2. customthe crude product was purified by column chromatography (silica)
  3. washeluting with cyclohexane containing an increasing amount of EtOAc

출처 및 근거

ORD 기록
ord-985423f63df048219802cd1a00ee8ba9
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399448B2

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