HCID 86271308, compound → HCID 90409409, compound

HRID 2177591Notes

Reaction equation

HRID 2177591 reaction equation
[Cl:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]([N:14]1[CH:19]=[CH:18][C:17]2[N:20]([C:23]3[CH:28]=[N:27][CH:26]=[CH:25][N:24]=3)[N:21]=[N:22][C:16]=2[CH:15]1[CH3:29])=[O:13]>CO.C1COCC1.[Pd]>[Cl:1][C:2]1[C:7]([C:8]([F:9])([F:11])[F:10])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]([N:14]1[CH2:19][CH2:18][C:17]2[N:20]([C:23]3[CH:28]=[N:27][CH:26]=[CH:25][N:24]=3)[N:21]=[N:22][C:16]=2[CH:15]1[CH3:29])=[O:13]

Participants

5

Reactant 1

HCID 86271308HCID 86271308, compound

Product 1

HCID 90409409HCID 90409409, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of the 5-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-4-methyl-1-pyrazin-2-yl-4,5-dihydro-1H-[1,2,3]triazolo[4,5-c]pyridine (150 mg, 0.36 mmol) in MeOH (3.0 mL) and THF (1.0 mL) was treated with 10% Pd/C (30 mg), put under an atmosphere of H2 and stirred overnight. The reaction was filtered through Celite© and purified on 12 g SiO2 with 0-70% EA/DCM. MS (ESI): mass calcd. for C18H14ClF3N6O, 422.1. m/z found, 423.1 [M+H]+.

Workup

  1. filtrationThe reaction was filtered through Celite©
  2. custompurified on 12 g SiO2 with 0-70% EA/DCM

Sources & evidence

ORD record
ord-0ffed3ab3fb949d4b23f37b9e178e84c
Source dataset
uspto-grants-2015_06
Patent number
US09066946B2

Reaction notes

Loading…