1-Hexanol → 4-(5-Bromo-2-hexyloxy-phenyl)-6-chloro-pyrimidin-2-ylamine

HRID 28637

Reaction equation

HRID 28637 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:16][CH2:17][CH2:18][CH3:19])=[C:6]([C:8]2[CH:13]=[C:12]([Cl:14])[N:11]=[C:10]([NH2:15])[N:9]=2)[CH:7]=1.NC1N=[C:25](C2C=C(Br)C=CC=2O)[CH:24]=[C:23](Cl)N=1.C(O)CCCCC>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:16][CH2:17][CH2:18][CH2:19][CH2:23][CH2:24][CH3:25])=[C:6]([C:8]2[CH:13]=[C:12]([Cl:14])[N:11]=[C:10]([NH2:15])[N:9]=2)[CH:7]=1

Participants

4

Reactant 3

HCID 81031-HexanolHCID 860043744-(5-Bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamineHCID 1360800122-(2-Amino-6-chloro-pyrimidin-4-yl)-4-bromo-phenol

Product 1

HCID 860043814-(5-Bromo-2-hexyloxy-phenyl)-6-chloro-pyrimidin-2-ylamineYield 47%

Procedure

Following the method described in Example 135 for the synthesis of 4-(5-bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamine, 2-(2-amino-6-chloro-pyrimidin-4-yl)-4-bromo-phenol and hexan-1-ol provided 4-(5-bromo-2-hexyloxy-phenyl)-6-chloro-pyrimidin-2-ylamine (47% yield).

Sources & evidence

ORD record
ord-fdf4ee5e892f4551afb69f72041b8fa0
Source dataset
uspto-grants-2008_09
Patent number
US07419984B2

Linked notes

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