Water → HCID 59513659, compound

HRID 1160007Notes

Reaction equation

HRID 1160007 reaction equation
Br[CH2:2][C:3]([C:5]1[C:6]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([Br:24])[CH:19]=2)=[N:7][N:8]2[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:10][C:9]=12)=[O:4].[F-:25].[K+].O>CC(N(C)C)=O>[Br:24][C:20]1[CH:19]=[C:18]([C:6]2[C:5]([C:3](=[O:4])[CH2:2][F:25])=[C:9]3[CH:10]=[CH:11][C:12]([C:14]([F:16])([F:17])[F:15])=[CH:13][N:8]3[N:7]=2)[CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 962WaterHCID 522689Potassium FluorideHCID 59513867HCID 59513867, compound

Product 1

HCID 59513659HCID 59513659, compoundYield 49.9%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A solution of 2-bromo-1-[2-(3-bromophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]ethanone (300 mg, 0.65 mmol, obtained from composite batches), KF (190 mg, 3.27 mmol) in DMA (10 mL) was heated for 3 h at 80° C. Water (25 mL) was added and the aqueous layer was extracted with EtOAc (2×50 mL). The organic layers were combined and purified by LC (2-10% EtOAc in hexanes) to yield the desired product (130 mg, 42%) as a pale yellow glass. ESIMS (M+H)+=401.

Workup

  1. extractionthe aqueous layer was extracted with EtOAc (2×50 mL)
  2. custompurified by LC (2-10% EtOAc in hexanes)

Sources & evidence

ORD record
ord-026bffbec94e4cf39869dda1e67e4236
Source dataset
uspto-grants-2010_10
Patent number
US07812022B2

Reaction notes

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