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

HRID 873178Notes

Reaction equation

HRID 873178 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[Cl:18])[O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][OH:13])=[CH:8][C:7]=1[F:14].[H-].[Na+].Cl[C:22]1[CH:23]=[C:24]2[N:31]([CH3:32])[CH2:30][CH2:29][N:25]2[C:26](=[O:28])[N:27]=1>O1CCCC1.CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[Cl:18])[O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][O:13][C:22]2[CH:23]=[C:24]3[N:31]([CH3:32])[CH2:30][CH2:29][N:25]3[C:26](=[O:28])[N:27]=2)=[CH:8][C:7]=1[F:14]

Participants

6

Reactant 3

HCID 24758Sodium hydrideHCID 54898336(4-(3,4-Dichlorophenoxy)-3-fluorophenyl)methanolHCID 717434587-Chloro-1-methyl-2,3-dihydroimidazo[1,2-C]pyrimidin-5(1H)-one

Product 1

HCID 712437697-((4-(3,4-dichlorophenoxy)-3-fluorobenzyl)oxy)-1-methyl-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Procedure

Prepared in a manner similar to that described for E1 using (4-(3,4-dichlorophenoxy)-3-fluorophenyl)methanol (0.101 g, 0.350 mmol) in tetrahydrofuran (THF) (8 mL), sodium hydride (0.021 g, 0.525 mmol) and 7-chloro-1-methyl-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one (0.065 g, 0.350 mmol) in DMF (1 mL).

Workup

  1. customPrepared in a manner similar to

Sources & evidence

ORD record
ord-8f8c5b1e265e4d5e8a007a722416dd84
Source dataset
uspto-grants-2015_03
Patent number
US08975400B2

Reaction notes

Loading…