Diethyl Ether → HCID 54185182, compound

HRID 1463193Notes

Reaction equation

HRID 1463193 reaction equation
Cl.[NH:2]1[C:6]2[CH:7]=[CH:8]C=N[C:5]=2[CH:4]=[N:3]1.[C:11](=[O:14])([O-])[O-].[K+].[K+].Cl[C:18]1[C:23]([Cl:24])=[CH:22][C:21]([C:25]([F:28])([F:27])[F:26])=[CH:20][N:19]=1.C(OCC)C.[CH3:34][N:35](C)C=O>>[Cl:24][C:23]1[C:18]([N:2]2[C:6]3[CH:7]=[CH:8][N:35]=[C:34]([CH2:11][OH:14])[C:5]=3[CH:4]=[N:3]2)=[N:19][CH:20]=[C:21]([C:25]([F:28])([F:27])[F:26])[CH:22]=1

Participants

6

Reactant 5

HCID 3283Diethyl EtherHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 1122342,3-Dichloro-5-(trifluoromethyl)pyridineHCID 67695614HCID 67695614, compound

Product 1

HCID 54185182HCID 54185182, compound

Conditions

Temperature
85 °C

Procedure

Two grams of the above described pyrazolopyridine hydrochloride, 5.0 g potassium carbonate and 5.0 g 2,3-dichloro-5-trifluoromethylpyridine in 20 mL dimethyl formamide was heated to 85° C. for 2 hours. The solution was cooled and diethyl ether was added. Then the solution was washed with saturated NaCl, dried, reduced under vacuum, and purified by column chromatography. Yield was 0.6 g of the title compound as a solid (Compound 27).

Workup

  1. temperatureThe solution was cooled
  2. washThen the solution was washed with saturated NaCl
  3. customdried
  4. custompurified by column chromatography

Sources & evidence

ORD record
ord-b78d864aea2f4849a47e665a70bf8963
Source dataset
uspto-grants-1994_04
Patent number
US05300478

Reaction notes

Loading…