HCID 131734024, compound → Trifluoroacetic acid

HRID 713267Notes

Reaction equation

HRID 713267 reaction equation
[OH:1][C:2]([C:4]([F:7])([F:6])[F:5])=[O:3].C([N:15]1[CH:24]([CH3:25])[CH2:23][C:22]2[C:17](=[N:18][C:19]([N:31]3[CH2:36][CH2:35][CH:34]([O:37][C:38]4[CH:43]=[CH:42][C:41]([F:44])=[CH:40][C:39]=4[F:45])[CH2:33][CH2:32]3)=[C:20]([NH:26][CH2:27][CH:28]([F:30])[F:29])[N:21]=2)[CH2:16]1)C1C=CC=CC=1>C1COCC1.[OH-].[OH-].[Pd+2]>[F:30][CH:28]([F:29])[CH2:27][NH:26][C:20]1[N:21]=[C:22]2[CH2:23][CH:24]([CH3:25])[NH:15][CH2:16][C:17]2=[N:18][C:19]=1[N:31]1[CH2:32][CH2:33][CH:34]([O:37][C:38]2[CH:43]=[CH:42][C:41]([F:44])=[CH:40][C:39]=2[F:45])[CH2:35][CH2:36]1.[C:2]([OH:3])([C:4]([F:7])([F:6])[F:5])=[O:1]

Participants

5

Reactant 1

HCID 131734024HCID 131734024, compound

Product 2

HCID 6422Trifluoroacetic acidYield 446.9%HCID 118159346HCID 118159346, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 6-benzyl-N-(2,2-difluoroethyl)-3-(4-(2,4-difluorophenoxyl)piperidin-1-yl)-7-methyl-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-amine TFA salt (135 mg, 0.210 mmol) and Pd(OH)2 on carbon (14.7 mg, 0.021 mmol) in THF (1.05 mL) was purged and stirred under hydrogen atmosphere for 3 h. The reaction mixture was filtered through Celite™ and the solvent was removed to give the title compound as a TFA salt (107 mg, 92%).

Workup

  1. filtrationThe reaction mixture was filtered through Celite™
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-56c955c5b1264f5180e6a3cae1ef7e8d
Source dataset
uspto-grants-2015_11
Patent number
US09181249B2

Reaction notes

Loading…