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

HRID 873238Notes

Reaction equation

HRID 873238 reaction equation
[H-].[Na+].[F:3][C:4]1[CH:18]=[C:17]([CH2:19][OH:20])[CH:16]=[CH:15][C:5]=1[O:6][C:7]1[CH:8]=[N:9][CH:10]=[C:11]([CH:14]=1)[C:12]#[N:13].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>C1COCC1>[F:3][C:4]1[CH:18]=[C:17]([CH2:19][O:20][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:16]=[CH:15][C:5]=1[O:6][C:7]1[CH:8]=[N:9][CH:10]=[C:11]([CH:14]=1)[C:12]#[N:13]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 668261505-(2-Fluoro-4-(hydroxymethyl)phenoxy)nicotinonitrileHCID 717434587-Chloro-1-methyl-2,3-dihydroimidazo[1,2-C]pyrimidin-5(1H)-one

Product 1

HCID 867242205-(2-Fluoro-4-(((1-methyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-c]pyrimidin-7-yl)oxy)methyl)phenoxy)nicotinonitrile

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared in a manner similar to that described for E1 using NaH (5.90 mg, 0.246 mmol) in THF (5 mL) was added 5-(2-fluoro-4-(hydroxymethyl)phenoxy)n-icotinonitrile (30 mg, 0.12 mmol) and 7-chloro-1-methyl-2,3-dihydroimidazo[1,2-c]pyr-imidin-5(1H)-one (22.8 mg, 0.123 mmol).

Workup

  1. customPrepared in a manner similar to

Sources & evidence

ORD record
ord-b896091038fd4cae939f2513ea9c1440
Source dataset
uspto-grants-2015_03
Patent number
US08975400B2

Reaction notes

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