Thiophene → HCID 54370061, compound

HRID 1769681Notes

Reaction equation

HRID 1769681 reaction equation
[NH2:1][C:2]([CH:4]1[CH2:9][N:8]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:7][CH2:6][N:5]1[CH2:17][C:18]([NH:20][C:21]1[C:26]([Cl:27])=[CH:25][C:24]([N+:28]([O-])=O)=[CH:23][C:22]=1[Cl:31])=[O:19])=[O:3].S1C=CC=C1>CO.[Pt]>[NH2:1][C:2]([CH:4]1[CH2:9][N:8]([C:10]([O:12][C:13]([CH3:15])([CH3:16])[CH3:14])=[O:11])[CH2:7][CH2:6][N:5]1[CH2:17][C:18]([NH:20][C:21]1[C:26]([Cl:27])=[CH:25][C:24]([NH2:28])=[CH:23][C:22]=1[Cl:31])=[O:19])=[O:3]

Participants

5

Reactant 2

HCID 8030ThiopheneHCID 54390216HCID 54390216, compound

Product 1

HCID 54370061HCID 54370061, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-(aminocarbonyl)-N-(4-nitro-2,6-dichlorophenyl)-4-(tert-butoxycarbonyl)-1-piperazineacetamide (1.0 g, 2.1 mmol) in 30 mL of methanol containing methanolic 4% thiophene (0.25 mL) and 5% platinum on charcoal catalyst (450 mg) was hydrogenated using a Parr apparatus at 50° C. and 25 psi for 30 minutes. After cooling and removal of catalyst by filtration, the solvent was removed from the filtrate in vacuo to yield III as an amorphous solid (0.88 g, 94% yield).

Workup

  1. customat 50° C.
  2. temperatureAfter cooling
  3. customremoval of catalyst
  4. filtrationby filtration
  5. customthe solvent was removed from the filtrate in vacuo

Sources & evidence

ORD record
ord-b8ca3c14c2a547c8a092e6450448d1a5
Source dataset
uspto-grants-1995_01
Patent number
US05382584

Reaction notes

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