HCID 117988280, compound → HCID 117988370, compound

HRID 2206231Notes

Reaction equation

HRID 2206231 reaction equation
C([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[C:24]4[C:25]([O:29][CH3:30])=[N:26][CH:27]=[CH:28][C:23]=4[N:22]([C:31]4[C:36]([F:37])=[CH:35][CH:34]=[CH:33][C:32]=4[F:38])[N:21]=3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.[C].[Pd]>[F:37][C:36]1[CH:35]=[CH:34][CH:33]=[C:32]([F:38])[C:31]=1[N:22]1[C:23]2[CH:28]=[CH:27][N:26]=[C:25]([O:29][CH3:30])[C:24]=2[C:20]([C:17]2[CH:18]=[CH:19][C:14]([CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[CH:15][CH:16]=2)=[N:21]1

Participants

4

Reactant 1

HCID 117988280HCID 117988280, compound

Product 1

HCID 117988370HCID 117988370, compoundYield 97.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 3-(4-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)phenyl)-1-(2,6-difluorophenyl)-4-methoxy-1H-pyrazolo[4,3-c]pyridine (670 mg) in methanol (10 mL) was added 10% palladium carbon (80 mg), and the mixture was stirred overnight at 50° C. under hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated to give the title compound (540 mg).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-5492e7d5abee4e1b8233966cacf5d29c
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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