Sodium hydride → 7-((4-(4-chloro-3-(trifluoromethyl)phenoxy)-3-fluorobenzyl)oxy)-1-methyl-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one

HRID 873203Notes

Reaction equation

HRID 873203 reaction equation
Cl[C:2]1[CH:3]=[C:4]2[N:11]([CH3:12])[CH2:10][CH2:9][N:5]2[C:6](=[O:8])[N:7]=1.[H-].[Na+].[Cl:15][C:16]1[CH:31]=[CH:30][C:19]([O:20][C:21]2[CH:26]=[CH:25][C:24]([CH2:27][OH:28])=[CH:23][C:22]=2[F:29])=[CH:18][C:17]=1[C:32]([F:35])([F:34])[F:33]>CN(C=O)C>[Cl:15][C:16]1[CH:31]=[CH:30][C:19]([O:20][C:21]2[CH:26]=[CH:25][C:24]([CH2:27][O:28][C:2]3[CH:3]=[C:4]4[N:11]([CH3:12])[CH2:10][CH2:9][N:5]4[C:6](=[O:8])[N:7]=3)=[CH:23][C:22]=2[F:29])=[CH:18][C:17]=1[C:32]([F:35])([F:33])[F:34]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 71236627(4-(4-Chloro-3-(trifluoromethyl)phenoxy)-3-fluorophenyl)methanolHCID 717434587-Chloro-1-methyl-2,3-dihydroimidazo[1,2-C]pyrimidin-5(1H)-one

Product 1

HCID 712409017-((4-(4-chloro-3-(trifluoromethyl)phenoxy)-3-fluorobenzyl)oxy)-1-methyl-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared in a manner similar to that described for E1 using 7-chloro-1-methyl-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one (80 mg, 0.431 mmol), sodium hydride (35 mg, 0.875 mmol) and (4-(4-chloro-3-(trifluoromethyl)phenoxy)-3-fluorophenyl)methanol (138 mg, 0.431 mmol) in DMF (2 mL).

Workup

  1. customPrepared in a manner similar to

Sources & evidence

ORD record
ord-03ef124026f04055b0187174ac6560b8
Source dataset
uspto-grants-2015_03
Patent number
US08975400B2

Reaction notes

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