6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide → HCID 59446946, compound

HRID 1746719Notes

Reaction equation

HRID 1746719 reaction equation
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]=2[CH3:18])=[O:9])[CH:3]=1>CC(O)CC>[CH3:15][CH:14]([O:17][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]=2[CH3:18])=[O:9])[CH:3]=1)[CH2:13][CH3:12]

Participants

3

Reactant 1

HCID 594471056-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide2×

Product 1

HCID 59446946HCID 59446946, compound

Reagents, catalysts & solvents 1

HCID 6568(+-)-2-ButanolSolvent

Procedure

Following the general method as outlined in Example 26, starting from 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide (Intermediate 8) and 2-butanol (Fluka), 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-c78a024e6cad4857846912015b7bb124
Source dataset
uspto-grants-2015_10
Patent number
US09150519B2

Reaction notes

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