Azane;hydrate → HCID 86716007, compound

HRID 514892Notes

Reaction equation

HRID 514892 reaction equation
[F:1][CH:2]([F:18])[C:3]1[N:8]=[CH:7][C:6]([CH:9]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:10]#[N:11])=[CH:5][N:4]=1.N.O>CO.[Ni]>[F:18][CH:2]([F:1])[C:3]1[N:8]=[CH:7][C:6]([CH:9]([N:12]2[CH2:13][CH2:14][O:15][CH2:16][CH2:17]2)[CH2:10][NH2:11])=[CH:5][N:4]=1

Participants

5

Reactant 2

HCID 12896473Azane;hydrateHCID 86716005HCID 86716005, compound

Product 1

HCID 86716007HCID 86716007, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-(2-(difluoromethyl)pyrimidin-5-yl)-2-morpholinoacetonitrile (150 mg, 0.59 mmol), Raney-Ni (75 mg), NH3.H2O (2 mL) in MeOH (20 mL) was degassed and purged with Ar and H2 each 3 times. The mixture was stirred at room temperature under H2 (50 psi) for 3 h. The resulting mixture was filtered through celite. The filtrate was concentrated under reduced pressure to give crude 2-(2-(difluoromethyl)pyrimidin-5-yl)-2-morpholinoethanamine, which was used in the next step without further purification.

Workup

  1. customwas degassed
  2. custompurged with Ar and H2 each 3 times
  3. filtrationThe resulting mixture was filtered through celite
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-09cb6954dc3842859138b51e9c809ca0
Source dataset
uspto-grants-2015_08
Patent number
US09108938B2

Reaction notes

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