Ethanol → HCID 10404576, compound

HRID 902031Notes

Reaction equation

HRID 902031 reaction equation
[H-].[Na+].Cl[C:4]1[N:9]=[C:8]([C:10]2[C:18]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][N:12]3[N:11]=2)[CH:7]=[CH:6][CH:5]=1.[CH2:26]([OH:28])[CH3:27]>>[CH2:26]([O:28][C:4]1[N:9]=[C:8]([C:10]2[C:18]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][N:12]3[N:11]=2)[CH:7]=[CH:6][CH:5]=1)[CH3:27]

Participants

4

Reactant 3

HCID 702EthanolHCID 24758Sodium hydrideHCID 85957072HCID 85957072, compound

Product 1

HCID 10404576HCID 10404576, compoundYield 93%

Conditions

Temperature
0 °C

Procedure

Add sodium hydride (20.7 mg, 0.52 mmol) to a solution of 2-(6-chloro-pyridin-2-yl)-3-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridine (33.5 mg, 0.10 mmol) in ethanol (2.5 mL) at 0° C. Stir the reaction mixture at 0° C. for 30 minutes and at 80° C. for 48 hours. Cool the reaction mixture to room temperature and concentrate in vacuo Using the same procedure as above afforded the title compound 31 mg (93%) as an off-white solid.

Workup

  1. waitat 80° C. for 48 hours
  2. temperatureCool the reaction mixture to room temperature
  3. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-fe088bf8fe0e419caf7878077b658281
Source dataset
uspto-grants-2008_04
Patent number
US07365066B2

Reaction notes

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