2-Amino-4,6-dichloropyrimidine → 4-(5-Bromo-2-methoxyphenyl)-6-chloropyrimidin-2-amine

HRID 28634Notes

Reaction equation

HRID 28634 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[C:12](Cl)[CH:11]=[CH:10][C:9]=2[O:15][CH3:16])[N:5]=[C:4]([NH2:17])[N:3]=1.ClC1C=C(Cl)N=C(N)N=1.[Br:27]C1C=CC(OC)=C(B(O)O)C=1>>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[C:12]([Br:27])[CH:11]=[CH:10][C:9]=2[O:15][CH3:16])[N:5]=[C:4]([NH2:17])[N:3]=1

Participants

4

Reactant 3

HCID 655222-Amino-4,6-dichloropyrimidineHCID 45327305-Bromo-2-methoxyphenylboronic acidHCID 860043134-Chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2-yl-amine

Product 1

HCID 591043104-(5-Bromo-2-methoxyphenyl)-6-chloropyrimidin-2-amineYield 53%

Procedure

Following the method described in Example 4 for the synthesis of 4-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2-yl-amine, 4,6-dichloro-pyrimidin-2-yl-amine and 5-bromo-2-methoxy-phenyl boronic acid provided 4-chloro-6-(5-bromo-2-methoxy-phenyl)-pyrimidin-2-yl-amine (53% yield).

Sources & evidence

ORD record
ord-eea57b5abc9e4e88b86d78be715ab55b
Source dataset
uspto-grants-2008_09
Patent number
US07419984B2

Reaction notes

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