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

HRID 873097Notes

Reaction equation

HRID 873097 reaction equation
[H-].[Na+].[F:3][C:4]1[CH:22]=[C:21]([CH2:23][OH:24])[CH:20]=[CH:19][C:5]=1[O:6][C:7]1[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[C:9]([C:15]([F:18])([F:17])[F:16])[CH:8]=1.Cl[C:26]1[CH:27]=[C:28]2[N:35]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:34][CH2:33][N:29]2[C:30](=[O:32])[N:31]=1>>[C:11]([C:10]1[CH:13]=[CH:14][C:7]([O:6][C:5]2[CH:19]=[CH:20][C:21]([CH2:23][O:24][C:26]3[CH:27]=[C:28]4[N:35]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:34][CH2:33][N:29]4[C:30](=[O:32])[N:31]=3)=[CH:22][C:4]=2[F:3])=[CH:8][C:9]=1[C:15]([F:18])([F:16])[F:17])#[N:12]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 712397254-(2-Fluoro-4-(hydroxymethyl)phenoxy)-2-(trifluoromethyl)benzonitrileHCID 71743561Tert-butyl 7-chloro-5-oxo-2,3-dihydroimidazo[1,2-C]pyrimidine-1(5H)-carboxylate

Product 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

Procedure

The title compound was prepared by a procedure similar to that described for E1 starting from NaH, 4-(2-fluoro-4-(hydroxymethyl)phenoxy)-2-(trifluoromethyl)benzonitrile and tert-butyl 7-chloro-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate.

Sources & evidence

ORD record
ord-b9bb3f8bdb7b481dbc80957008889f26
Source dataset
uspto-grants-2015_03
Patent number
US08975400B2

Reaction notes

Loading…