HCID 86595859, compound → HCID 86611452, compound

HRID 346493Notes

Reaction equation

HRID 346493 reaction equation
[C:1]([CH:3]([C:5]1[N:9]=[C:8]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[S:7][N:6]=1)[CH3:4])#[N:2]>CO.[Ni]>[NH2:2][CH2:1][CH:3]([C:5]1[N:9]=[C:8]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[S:7][N:6]=1)[CH3:4]

Participants

4

Reactant 1

HCID 86595859HCID 86595859, compound

Product 1

HCID 86611452HCID 86611452, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

tert-Butyl [3-(1-cyanoethyl)-1,2,4-thiadiazol-5-yl]carbamate (0.65 mmol) was dissolved in MeOH (15 mL) and a catalytic amount of Raney-Ni (50% in H2O) was added. The reaction mixture was stirred at room temperature for 3 h under H2 (50 psi). The reaction mixture was filtered through a pad of CELITE and the solvent was removed under reduced pressure. Purification using preparative LCMS afforded the tert-butyl [3-(2-amino-1-methylethyl)-1,2,4-thiadiazol-5-yl]carbamate.

Workup

  1. filtrationThe reaction mixture was filtered through a pad of CELITE
  2. customthe solvent was removed under reduced pressure
  3. customPurification

Sources & evidence

ORD record
ord-cb6cf82429834e088681c112f5dcd456
Source dataset
uspto-grants-2007_02
Patent number
US07173030B2

Reaction notes

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