Sodium hydride → 4-(2-Cyano-4-(((1-methyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)phenoxy)-2-fluorobenzonitrile

HRID 873208Notes

Reaction equation

HRID 873208 reaction equation
[H-].[Na+].[C:3]([C:5]1[CH:20]=[C:19]([CH2:21][OH:22])[CH:18]=[CH:17][C:6]=1[O:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([F:16])[CH:9]=1)#[N:4].Cl[C:24]1[CH:25]=[C:26]2[N:33]([CH3:34])[CH2:32][CH2:31][N:27]2[C:28](=[O:30])[N:29]=1>C1COCC1>[C:3]([C:5]1[CH:20]=[C:19]([CH2:21][O:22][C:24]2[CH:25]=[C:26]3[N:33]([CH3:34])[CH2:32][CH2:31][N:27]3[C:28](=[O:30])[N:29]=2)[CH:18]=[CH:17][C:6]=1[O:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([F:16])[CH:9]=1)#[N:4]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 712366044-(2-Cyano-4-(hydroxymethyl)phenoxy)-2-fluorobenzonitrileHCID 717434587-Chloro-1-methyl-2,3-dihydroimidazo[1,2-C]pyrimidin-5(1H)-one

Product 1

HCID 714953144-(2-Cyano-4-(((1-methyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)phenoxy)-2-fluorobenzonitrile

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared in a manner similar to that described for E1 using sodium hydride (9.37 mg, 0.234 mmol), 4-(2-cyano-4-(hydroxymethyl)phenoxy)-2-fluorobenzonitrile (41.9 mg, 0.156 mmol) in THF (8 mL) and 7-chloro-1-methyl-2,3-dihydroimidazo[1,2-c]pyrimi-din-5(1H)-one (29 mg, 0.156 mmol).

Workup

  1. customPrepared in a manner similar to

Sources & evidence

ORD record
ord-5e6ab4c246c44887a8788169622b1731
Source dataset
uspto-grants-2015_03
Patent number
US08975400B2

Reaction notes

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