HCID 54757412, compound → HCID 54757413, compound

HRID 1782146Notes

Reaction equation

HRID 1782146 reaction equation
[N:1]([CH:4]([C:8]1[N:9]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:10](=[O:18])[C:11]2[C:16]([CH3:17])=[N:15][S:14][C:12]=2[N:13]=1)[CH:5]([CH3:7])[CH3:6])=[N+]=[N-]>CO.[Pd]>[NH2:1][CH:4]([C:8]1[N:9]([CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:10](=[O:18])[C:11]2[C:16]([CH3:17])=[N:15][S:14][C:12]=2[N:13]=1)[CH:5]([CH3:7])[CH3:6]

Participants

4

Reactant 1

HCID 54757412HCID 54757412, compound

Product 1

HCID 54757413HCID 54757413, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 6-(1-azido-2-methyl-propyl)-5-benzyl-3-methyl-5H-isothiazolo[5,4-d]pyramidin-4-one (method 29) (0.5 g, 1.41 mmol) in methanol (20 mL) was added 5% Pd/C (20% by wt.) and the resulting mixture was stirred at r.t. in an atmosphere of H2 and the progress of the reaction was monitored by MS. After the disappearance of the starting material the reaction mixture was filtered through celite and washed with EtOAc. Concentration of the filtrate provided 6-(1-amino-2-methyl-propyl)-5-benzyl-3-methyl-5H-isothiazolo[5,4-d]pyrimidin-4-one as a thick oil. The product was used as such in the next reaction with out further purification. m/z 349 (MH+).

Workup

  1. filtrationAfter the disappearance of the starting material the reaction mixture was filtered through celite
  2. washwashed with EtOAc

Sources & evidence

ORD record
ord-e3cec36b897f4f80a2ba67d2862cffbe
Source dataset
uspto-grants-2009_03
Patent number
US07498333B2

Reaction notes

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