HCID 135767327, compound → HCID 135767342, compound

HRID 2271059Notes

Reaction equation

HRID 2271059 reaction equation
[CH2:1]([O:3][C:4]1[C:9]([C:10]2[NH:11][C:12](=[O:25])[C:13]3[C:14](=[C:16]([C:20]4[O:21][CH:22]=[CH:23][CH:24]=4)[N:17]([CH3:19])[N:18]=3)[N:15]=2)=[CH:8][C:7]([S:26]([N:29]2[CH2:34][CH2:33][N:32]([CH2:35][CH3:36])[CH2:31][CH2:30]2)(=[O:28])=[O:27])=[CH:6][N:5]=1)[CH3:2]>[Pd].C(O)C.O>[CH2:1]([O:3][C:4]1[C:9]([C:10]2[NH:11][C:12](=[O:25])[C:13]3[C:14](=[C:16]([CH:20]4[CH2:24][CH2:23][CH2:22][O:21]4)[N:17]([CH3:19])[N:18]=3)[N:15]=2)=[CH:8][C:7]([S:26]([N:29]2[CH2:34][CH2:33][N:32]([CH2:35][CH3:36])[CH2:31][CH2:30]2)(=[O:27])=[O:28])=[CH:6][N:5]=1)[CH3:2]

Participants

5

Reactant 1

HCID 135767327HCID 135767327, compound

Product 1

HCID 135767342HCID 135767342, compoundYield 32.6%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of the title compound from example 61 (80 mg, 0.16 mmol) and 10% palladium on charcoal (10 mg) in ethanol (4.5 ml) and water (0.5 ml) was hydrogenated at 60 psi (414 kPa) and 40° C. for 18 hours. The reaction mixture was filtered through Celite®, and the filtrate evaporated under reduced pressure to afford the title compound, (27 mg, 32%).

Workup

  1. filtrationThe reaction mixture was filtered through Celite®
  2. customthe filtrate evaporated under reduced pressure

Sources & evidence

ORD record
ord-a9a81c6545034baba6fea26d6b773ade
Source dataset
uspto-grants-2001_12
Patent number
US06333330B1

Reaction notes

Loading…