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

HRID 1946721ノート

反応式

HRID 1946721 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-985423f63df048219802cd1a00ee8ba9
出典データセット
uspto-grants-2013_03
特許番号
US08399448B2

反応ノート

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