3-Hydroxypyridine → N-[3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-4-methyl-6-(3-pyridinyloxy)-2-pyrimidinamine

HRID 1855342Notes

Reaction equation

HRID 1855342 reaction equation
[OH:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.Cl[C:9]1[CH:14]=[C:13]([CH3:15])[N:12]=[C:11]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24]3)=[C:19]([O:29][CH3:30])[CH:18]=2)[N:10]=1>>[CH3:30][O:29][C:19]1[CH:18]=[C:17]([NH:16][C:11]2[N:12]=[C:13]([CH3:15])[CH:14]=[C:9]([O:1][C:2]3[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=3)[N:10]=2)[CH:22]=[CH:21][C:20]=1[N:23]1[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24]1

Participants

3

Reactant 2

HCID 79713-HydroxypyridineHCID 57829826HCID 57829826, compound

Product 1

HCID 57829778N-[3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-4-methyl-6-(3-pyridinyloxy)-2-pyrimidinamineYield 53%

Procedure

The title compound was prepared in analogous manners as described in example 9 from 3-hydroxy-pyridine and (4-chloro-6-methyl-pyrimidin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine. It was obtained in 53% yield as a pale-yellow solid after purification by column chromatography on silica gel using dichloromethane/methanol (19:1 v/v) as eluent.

Workup

  1. customIt was obtained in 53% yield as a pale-yellow solid
  2. customafter purification by column chromatography on silica gel

Sources & evidence

ORD record
ord-e002e4c0e54b4022bcf0f465572fabe0
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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