4-Amino-2,6-dichlorophenol → 6-(cyclohexylamino)-N-(3,5-dichloro-4-hydroxyphenyl)pyrimidine-4-carboxamide

HRID 1746697Notes

Reaction equation

HRID 1746697 reaction equation
[CH:1]1([NH:7][C:8]2[N:13]=[CH:12][N:11]=[C:10]([C:14]([OH:16])=O)[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:17][C:18]1[CH:23]=[C:22]([Cl:24])[C:21]([OH:25])=[C:20]([Cl:26])[CH:19]=1>>[CH:1]1([NH:7][C:8]2[N:13]=[CH:12][N:11]=[C:10]([C:14]([NH:17][C:18]3[CH:23]=[C:22]([Cl:24])[C:21]([OH:25])=[C:20]([Cl:26])[CH:19]=3)=[O:16])[CH:9]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 800374-Amino-2,6-dichlorophenolHCID 594470756-(Cyclohexylamino)pyrimidine-4-carboxylic acid2×

Product 1

HCID 251827496-(cyclohexylamino)-N-(3,5-dichloro-4-hydroxyphenyl)pyrimidine-4-carboxamide

Procedure

Following the general method as outlined in Example 1, starting from 6-(cyclohexylamino)pyrimidine-4-carboxylic acid (Intermediate 4) and 4-amino-2,6-dichlorophenol (ABCR), the title compound was obtained as a yellow solid after purification by column chromatography (silica) eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-6d9d24d8fec54b43bac4bafaab1da262
Source dataset
uspto-grants-2015_10
Patent number
US09150519B2

Reaction notes

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