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Sodium hydride → tert-butyl 7-((3-fluoro-4-((2-(trifluoromethyl)pyridin-4-yl)oxy)benzyl)oxy)-5-oxo-2,3 dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate

HRID 873099
Notes
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Reaction equation

HRID 873099 reaction equation
[H-].[Na+].[F:3][C:4]1[CH:5]=[C:6]([CH2:21][OH:22])[CH:7]=[CH:8][C:9]=1[O:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=1.Cl[C:24]1[CH:25]=[C:26]2[N:33]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:32][CH2:31][N:27]2[C:28](=[O:30])[N:29]=1>>[F:3][C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][C:9]=1[O:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([C:17]([F:18])([F:19])[F:20])[CH:12]=1)[CH2:21][O:22][C:24]1[CH:25]=[C:26]2[N:33]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:32][CH2:31][N:27]2[C:28](=[O:30])[N:29]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 71239793(3-Fluoro-4-((2-(trifluoromethyl)pyridin-4-yl)oxy)phenyl)methanolHCID 71743561Tert-butyl 7-chloro-5-oxo-2,3-dihydroimidazo[1,2-C]pyrimidine-1(5H)-carboxylate

Product 1

HCID 71243818tert-butyl 7-((3-fluoro-4-((2-(trifluoromethyl)pyridin-4-yl)oxy)benzyl)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, (3-fluoro-4-((2-(trifluoromethyl)pyridin-4-yl)oxy)phenyl)methanol and tert-butyl 7-chloro-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate.

Sources & evidence

ORD record
ord-c25b45481be340bc8de68ad25ecc7dd6
Source dataset
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08975400B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes