3,4-Difluorobenzeneboronic acid → 2-chloromethyl-6-(3,4-difluoro-phenyl)-6H-imidazo[1,2-c]pyrimidin-5-one

HRID 538228Notes

Reaction equation

HRID 538228 reaction equation
N1C=CC(N)=NC1=O.[F:9][C:10]1[CH:11]=[C:12](B(O)O)[CH:13]=[CH:14][C:15]=1[F:16].NC1C=CN(C2C=CC(F)=CC=2)C(=O)N=1.[Cl:35][CH2:36][C:37]1[N:38]=[C:39]2[CH:44]=[CH:43][N:42](C3C=CC(F)=CC=3)[C:41](=[O:52])[N:40]2[CH:53]=1>>[Cl:35][CH2:36][C:37]1[N:38]=[C:39]2[CH:44]=[CH:43][N:42]([C:12]3[CH:13]=[CH:14][C:15]([F:16])=[C:10]([F:9])[CH:11]=3)[C:41](=[O:52])[N:40]2[CH:53]=1

Participants

5

Reactant 4

HCID 27343373,4-Difluorobenzeneboronic acidHCID 682901544-amino-1-(4-fluoro-phenyl)-1H-pyrimidin-2-oneHCID 682908442-chloromethyl-6-(4-fluoro-phenyl)-6H-imidazo[1,2-c]pyrimidin-5-oneHCID 178418229Cytosine

Product 1

HCID 682906682-chloromethyl-6-(3,4-difluoro-phenyl)-6H-imidazo[1,2-c]pyrimidin-5-one

Procedure

2-chloromethyl-6-(3,4-difluoro-phenyl)-6H-imidazo[1,2-c]pyrimidin-5-one was prepared from cytosine and 3,4-difluorophenylboronic acid using the methods as described above for the preparation of 4-amino-1-(4-fluoro-phenyl)-1H-pyrimidin-2-one and 2-chloromethyl-6-(4-fluoro-phenyl)-6H-imidazo[1,2-c]pyrimidin-5-one.

Sources & evidence

ORD record
ord-6e7ff99088f44388919ed82928ee9235
Source dataset
uspto-grants-2014_10
Patent number
US08865725B2

Reaction notes

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