Nitrogen → HCID 23729687, compound

HRID 907385Notes

Reaction equation

HRID 907385 reaction equation
[CH2:1]([C:6]1[S:10][C:9]([NH:11][C:12]([C:14]2[N:15]([CH3:22])[CH:16]=[C:17]([N+:19]([O-])=O)[CH:18]=2)=[O:13])=[N:8][C:7]=1[C:23]([NH:25][CH2:26][CH2:27][N:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1)=[O:24])[CH2:2][CH:3]([CH3:5])[CH3:4].N#N>CO.[Pd]>[NH2:19][C:17]1[CH:18]=[C:14]([C:12]([NH:11][C:9]2[S:10][C:6]([CH2:1][CH2:2][CH:3]([CH3:5])[CH3:4])=[C:7]([C:23]([NH:25][CH2:26][CH2:27][N:28]3[CH2:29][CH2:30][O:31][CH2:32][CH2:33]3)=[O:24])[N:8]=2)=[O:13])[N:15]([CH3:22])[CH:16]=1

Participants

5

Reactant 2

HCID 947NitrogenHCID 86638103HCID 86638103, compound

Product 1

HCID 23729687HCID 23729687, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

5-Isopentyl-2-{[(1-methyl-4-nitro-1H-pyrrol-2-yl)carbonyl]amino}-N-[2-(4-morpholinyl)ethyl]-1,3-thiazole-4-carboxamide (400 mg, 0.836 mmol; see step (i) above) was dissolved in methanol (25 mL) to which was added Pd/C-10% (300 mg) at 0° C. (under N2) with stirring. The reaction mixture was hydrogenated for 4 h at room temperature and atmospheric pressure to give the title compound, which was used without further purification.

Sources & evidence

ORD record
ord-c23e838b40be44b2a3c335f832c64041
Source dataset
uspto-grants-2011_09
Patent number
US08012967B2

Reaction notes

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