HCID 86638101, compound → HCID 23730505, compound

HRID 907365Notes

Reaction equation

HRID 907365 reaction equation
[CH3:1][N:2]([CH3:31])[CH2:3][CH2:4][CH2:5][NH:6][C:7]([C:9]1[N:10]=[C:11]([NH:19][C:20]([C:22]2[N:23]([CH3:30])[CH:24]=[C:25]([N+:27]([O-])=O)[CH:26]=2)=[O:21])[S:12][C:13]=1[CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17])=[O:8]>CO.[Pd]>[NH2:27][C:25]1[CH:26]=[C:22]([C:20]([NH:19][C:11]2[S:12][C:13]([CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17])=[C:9]([C:7]([NH:6][CH2:5][CH2:4][CH2:3][N:2]([CH3:1])[CH3:31])=[O:8])[N:10]=2)=[O:21])[N:23]([CH3:30])[CH:24]=1

Participants

4

Reactant 1

HCID 86638101HCID 86638101, compound

Product 1

HCID 23730505HCID 23730505, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-[3-(Dimethylamino)propyl]-5-isopentyl-2-{[(1-methyl-4-nitro-1H-pyrrol-2-yl)carbonyl]amino}-1,3-thiazole-4-carboxamide (265 mg, 0.588 mmol; see step (v) above) was suspended in methanol (25 mL) to which Pd/C-10% (300 mg) was added at 0° C. under a nitrogen with stirring. The reaction mixture was hydrogenated for 3 h at room temperature and atmospheric pressure. The catalyst was removed over Kieselguhr and methanol was removed under reduced pressure to give the title compound, which was used without further purification.

Workup

  1. additionwas added at 0° C. under a nitrogen
  2. customThe catalyst was removed over Kieselguhr and methanol
  3. customwas removed under reduced pressure

Sources & evidence

ORD record
ord-e2c1397441e04d3bb92f6b14d1e9645d
Source dataset
uspto-grants-2011_09
Patent number
US08012967B2

Reaction notes

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