HCID 70991880, compound → HCID 59834382, compound

HRID 230145Notes

Reaction equation

HRID 230145 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]2[CH:13]=[N:14][C:15]([O:17][C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=3[F:25])=[CH:16][C:11]=2[N:10](C(OC(C)(C)C)=O)[N:9]=1>C[O-].[Na+].CO>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]2[CH:13]=[N:14][C:15]([O:17][C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=3[F:25])=[CH:16][C:11]=2[NH:10][N:9]=1

Participants

4

Reactant 1

HCID 70991880HCID 70991880, compound

Product 1

HCID 59834382HCID 59834382, compoundYield 91.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 10942334Sodium MethoxideSolvent

Procedure

A mixture of 3-(2-chlorophenyl)-6-(2,4-difluorophenoxy)-pyrazolo[4,3-c]pyridine-1-carboxylic acid, tert-butyl ester (14.0 mg) in 3 mL of 0.5 M sodium methoxide solution in methanol was stirred for 30 minutes at room temperature. The resulting solution was concentrated and the residue was extracted with ethyl acetate, washed, dried and concentrated to give 10.0 mg of 3-(2-chlorophenyl)-6-(2,4-difluorophenoxy)-1H-pyrazolo[4,3-c]pyridine (91% yield). Mass Spec. M+H=356.

Workup

  1. concentrationThe resulting solution was concentrated
  2. extractionthe residue was extracted with ethyl acetate
  3. washwashed
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-87f651bcfd4f4123a757eac81bfdff2c
Source dataset
uspto-grants-2009_07
Patent number
US07566708B2

Reaction notes

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