Ammonium → HCID 43528580, compound

HRID 711219Notes

Reaction equation

HRID 711219 reaction equation
[S:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][N:8]=2)[CH2:3][CH2:2]1.[NH4+]>CO.C1COCC1.[Ni]>[S:1]1[CH2:6][CH2:5][N:4]([C:7]2[N:8]=[CH:9][C:10]([CH2:11][NH2:12])=[CH:13][CH:14]=2)[CH2:3][CH2:2]1

Participants

6

Reactant 2

HCID 223AmmoniumHCID 28787470HCID 28787470, compound

Product 1

HCID 43528580HCID 43528580, compound

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
35 °C

Procedure

To the solution of 6-thiomorpholinonicotinonitrile 8-3 (1.0 g, 4.8 mmol) in methanol (15 ml) and THF (9 ml) was added Raney-Nickel (0.7 g) and aqueous ammonium (3 mL). The reaction was stirred under hydrogen balloon at 35° C. for 4 hours. After removing the Raney-Nickel by filtering through celite pad, the filtrate was concentrated to give (6-thiomorpholinopyridin-3-yl)methanamine 8-4 as a light green solid. MS m/z 210.1 (M+1).

Workup

  1. customAfter removing the Raney-Nickel
  2. filtrationby filtering through celite pad
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-811cf79bf8094e26a331ae233b98d09c
Source dataset
uspto-grants-2015_11
Patent number
US09181235B2

Reaction notes

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