Benzyl Alcohol → 4-(2-Benzyloxy-5-bromo-phenyl)-6-chloro-pyrimidin-2-ylamine

HRID 28638

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]([C:27]2C=C(Br)C=CC=2O)[CH:24]=[C:23](Cl)N=1.C(O)C1C=CC=CC=1>>[CH2:17]([O:16][C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][C:6]=1[C:8]1[CH:13]=[C:12]([Cl:14])[N:11]=[C:10]([NH2:15])[N:9]=1)[C:18]1[CH:27]=[CH:25][CH:24]=[CH:23][CH:19]=1

Participants

Reactant 3

HCID 244Benzyl Alcohol

HCID 860043744-(5-Bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamine

HCID 1360800122-(2-Amino-6-chloro-pyrimidin-4-yl)-4-bromo-phenol

Product 1

HCID 860043824-(2-Benzyloxy-5-bromo-phenyl)-6-chloro-pyrimidin-2-ylamineYield 43%

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 benzyl alcohol provided 4-(2-benzyloxy-5-bromo-phenyl)-6-chloro-pyrimidin-2-ylamine (43% yield).

Sources & evidence

ORD record: ord-18c2615649434e68b0c68383108f39b9
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07419984B2

Linked notes

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