Ammonia → HCID 86716012, compound

HRID 1482499Notes

Reaction equation

HRID 1482499 reaction equation
[F:1][C:2]([C:5]1[N:10]=[CH:9][C:8]([CH:11]([N:14]2[CH2:19][CH2:18][C:17]([F:21])([F:20])[CH2:16][CH2:15]2)[C:12]#[N:13])=[CH:7][N:6]=1)([F:4])[CH3:3].N>[Ni]>[F:4][C:2]([C:5]1[N:10]=[CH:9][C:8]([CH:11]([N:14]2[CH2:19][CH2:18][C:17]([F:20])([F:21])[CH2:16][CH2:15]2)[CH2:12][NH2:13])=[CH:7][N:6]=1)([F:1])[CH3:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86716011HCID 86716011, compound

Product 1

HCID 86716012HCID 86716012, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

2-(2-(1,1-difluoroethyl)pyrimidin-5-yl)-2-(4,4-difluoropiperidin-1-yl)acetonitrile (39 mg, 0.065 mmol, 50%) was dissolved in ammonia (2034 μl, 4.07 mmol, 2 molar in MeOH) and hydrogenated on H-Cube, by passing the solution over the Ra-Ni catcart 3 times at 60° C. and 60 bar. The solution was concentrated to afford 2-(2-(1,1-difluoroethyl)pyrimidin-5-yl)-2-(4,4-difluoropiperidin-1-yl)ethanamine, which was used crude in the next reaction.

Workup

  1. customat 60° C.
  2. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-44286864b45f414b905fd7bb69324d3f
Source dataset
uspto-grants-2016_08
Patent number
US09415055B2

Reaction notes

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