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

HRID 873058Notes

Reaction equation

HRID 873058 reaction equation
[H-].[Na+].[OH:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=2)=[C:9]([CH:12]=1)[C:10]#[N:11].Cl[C:25]1[CH:26]=[C:27]2[N:34]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:33][CH2:32][N:28]2[C:29](=[O:31])[N:30]=1>>[C:10]([C:9]1[CH:12]=[C:5]([CH:6]=[CH:7][C:8]=1[O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:21])([F:22])[F:23])[CH:15]=1)[CH2:4][O:3][C:25]1[CH:26]=[C:27]2[N:34]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:33][CH2:32][N:28]2[C:29](=[O:31])[N:30]=1)#[N:11]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 668254365-(Hydroxymethyl)-2-(3-(trifluoromethyl)phenoxy)benzonitrileHCID 71743561Tert-butyl 7-chloro-5-oxo-2,3-dihydroimidazo[1,2-C]pyrimidine-1(5H)-carboxylate

Product 1

HCID 71241034tert-butyl 7-((3-cyano-4-(3-(trifluoromethyl)phenoxy)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 sodium hydride, 5-(hydroxymethyl)-2-(3-(trifluoromethyl)phenoxy)benzonitrile and tert-butyl 7-chloro-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate)

Sources & evidence

ORD record
ord-493de329122d489f892bd1f0c15831a1
Source dataset
uspto-grants-2015_03
Patent number
US08975400B2

Reaction notes

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