tert-butyl 7-((4-(4-cyano-3-(trifluoromethyl)phenoxy)-3-fluorobenzyl)oxy)-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate → 4-(2-Fluoro-4-(((5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)p-hen-oxy)-2-(trifluoromethyl)benzonitrile

HRID 873224Notes

Reaction equation

HRID 873224 reaction equation
[C:1]([C:3]1[CH:35]=[CH:34][C:6]([O:7][C:8]2[CH:32]=[CH:31][C:11]([CH2:12][O:13][C:14]3[CH:15]=[C:16]4[N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21][N:17]4[C:18](=[O:20])[N:19]=3)=[CH:10][C:9]=2[F:33])=[CH:5][C:4]=1[C:36]([F:39])([F:38])[F:37])#[N:2]>CN(C=O)C>[F:33][C:9]1[CH:10]=[C:11]([CH2:12][O:13][C:14]2[CH:15]=[C:16]3[NH:23][CH2:22][CH2:21][N:17]3[C:18](=[O:20])[N:19]=2)[CH:31]=[CH:32][C:8]=1[O:7][C:6]1[CH:34]=[CH:35][C:3]([C:1]#[N:2])=[C:4]([C:36]([F:37])([F:38])[F:39])[CH:5]=1

Participants

3

Reactant 1

HCID 71241003tert-butyl 7-((4-(4-cyano-3-(trifluoromethyl)phenoxy)-3-fluorobenzyl)oxy)-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate

Product 1

HCID 712437954-(2-Fluoro-4-(((5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)p-hen-oxy)-2-(trifluoromethyl)benzonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared in a manner similar to that described for E71 using tert-butyl 7-((4-(4-cyano-3-(trifluoromethyl)phenoxy)-3-fluorobenzyl)oxy)-5-oxo-2,3-dihydroimidazo[1,2-c]pyrim-idine-1-(5H)-carboxylate (75 mg, 0.137 immol) in DMF (2 mL) and silica gel.

Workup

  1. customPrepared in a manner similar to

Sources & evidence

ORD record
ord-cb813e7ca82c4b80abe42884a72c9dfd
Source dataset
uspto-grants-2015_03
Patent number
US08975400B2

Reaction notes

Loading…