2-Methoxyethanol → HCID 9997948, compound

HRID 860160Notes

Reaction equation

HRID 860160 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([N:8]2[CH:12]=[C:11]([C:13]#[C:14][C:15]3[CH:20]=[CH:19][N:18]=[C:17]([CH3:21])[CH:16]=3)[N:10]=[C:9]2[CH3:22])[N:3]=1.[CH3:23][O:24][CH2:25][CH2:26][OH:27].[H-].[Na+]>C1COCC1>[CH3:23][O:24][CH2:25][CH2:26][O:27][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([N:8]2[CH:12]=[C:11]([C:13]#[C:14][C:15]3[CH:20]=[CH:19][N:18]=[C:17]([CH3:21])[CH:16]=3)[N:10]=[C:9]2[CH3:22])[N:3]=1

Participants

5

Reactant 3

HCID 80192-MethoxyethanolHCID 24758Sodium hydrideHCID 10335523HCID 10335523, compound

Product 1

HCID 9997948HCID 9997948, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound, MS: m/e=350.4 (M+H+) was prepared by treatment of 100 mg 0.32 mmol) 2-chloro-6-[2-methyl-4-(2-methyl-pyridin-4-ylethynyl)-imidazol-1-yl]-pyrazine (27) with 3 equiv. of 2-methoxyethanol and 3 equiv. of sodium hydride in 5 ml of THF (1 h, 50° C.). The compound, after extraction with methylene chloride/water, was purified by chromatography. Yield: 45 mg (0.13 mmol, 40%).

Sources & evidence

ORD record
ord-f5f68918a41c422c86063e6f0340499d
Source dataset
uspto-grants-2006_12
Patent number
US07153874B2

Reaction notes

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