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

HRID 538227Notes

Reaction equation

HRID 538227 reaction equation
N1C=CC(N)=NC1=O.[F:9][C:10]1[CH:11]=[C:12](B(O)O)[CH:13]=[CH:14][CH:15]=1.NC1C=CN(C2C=CC(F)=CC=2)C(=O)N=1.[Cl:34][CH2:35][C:36]1[N:37]=[C:38]2[CH:43]=[CH:42][N:41](C3C=CC(F)=CC=3)[C:40](=[O:51])[N:39]2[CH:52]=1>>[Cl:34][CH2:35][C:36]1[N:37]=[C:38]2[CH:43]=[CH:42][N:41]([C:12]3[CH:13]=[CH:14][CH:15]=[C:10]([F:9])[CH:11]=3)[C:40](=[O:51])[N:39]2[CH:52]=1

Participants

5

Reactant 4

HCID 27339863-Fluorophenylboronic 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 682906152-chloromethyl-6-(3-fluoro-phenyl)-6H-imidazo[1,2-c]pyrimidin-5-one

Procedure

2-chloromethyl-6-(3-fluoro-phenyl)-6H-imidazo[1,2-c]pyrimidin-5-one was prepared from cytosine and 3-fluorophenylboronic 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-a7abf3694e1041d79595a71a9cd68f29
Source dataset
uspto-grants-2014_10
Patent number
US08865725B2

Reaction notes

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