4-Aminophenethyl alcohol → 2-{4-[2-Amino-6-(2,5-dimethyl-phenyl)-pyrimidin-4-ylamino]-phenyl}-ethanol

HRID 28589

Reaction equation

HRID 28589 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[C:12]([CH3:14])[CH:11]=[CH:10][C:9]=2[CH3:15])[N:5]=[C:4]([NH2:16])[N:3]=1.[NH2:17][C:18]1[CH:26]=[CH:25][C:21]([CH2:22][CH2:23][OH:24])=[CH:20][CH:19]=1>>[NH2:16][C:4]1[N:3]=[C:2]([NH:17][C:18]2[CH:26]=[CH:25][C:21]([CH2:22][CH2:23][OH:24])=[CH:20][CH:19]=2)[CH:7]=[C:6]([C:8]2[CH:13]=[C:12]([CH3:14])[CH:11]=[CH:10][C:9]=2[CH3:15])[N:5]=1

Participants

3

Reactant 2

HCID 669044-Aminophenethyl alcoholHCID 865946024-Chloro-6-(2,5-dimethyl-phenyl)-pyrimidin-2-yl-amine

Product 1

HCID 112561132-{4-[2-Amino-6-(2,5-dimethyl-phenyl)-pyrimidin-4-ylamino]-phenyl}-ethanol

Procedure

Following the method described in Example 4, 4-chloro-6-(2,5-dimethyl-phenyl)-pyrimidin-2-yl-amine and 4-aminophenethyl alcohol provided the title compound as hydrochloride salt (85% yield). 1H NMR (DMSO-d6) δ 2.29 (s, 6H, CH3), 6.30 (s, 1H, Ar), 7.24-7.31 (m, 5H, Ar), 7.68 (d, 2H, J=8.0 Hz, Ar), 10.67 (s, 1H), 12.54 (s, 1H).

Sources & evidence

ORD record
ord-1ae65515b940409bbc78a6d91052e995
Source dataset
uspto-grants-2008_09
Patent number
US07419984B2

Linked notes

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