HCID 19004149, compound → HCID 54517785, compound

HRID 2226031Notes

Reaction equation

HRID 2226031 reaction equation
C(OC([N:11]([CH2:16][CH2:17][N:18](C)[C:19]([CH:21]1[CH2:26][N:25]([C:27](=[O:39])[N:28]([CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:24][CH2:23][N:22]1[C:40](=[O:55])[N:41]([C:48]1[CH:53]=[CH:52][CH:51]=[C:50]([Cl:54])[CH:49]=1)[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:20])[CH2:12][C:13](=[O:15])[NH2:14])=O)C1C=CC=CC=1>C(O)C.[Pd]>[Cl:54][C:50]1[CH:49]=[C:48]([N:41]([C:42]2[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=2)[C:40]([N:22]2[CH2:23][CH2:24][N:25]([C:27](=[O:39])[N:28]([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:26][C@H:21]2[C:19]([NH:18][CH2:17][CH2:16][NH:11][CH2:12][C:13](=[O:15])[NH2:14])=[O:20])=[O:55])[CH:53]=[CH:52][CH:51]=1

Participants

4

Reactant 1

HCID 19004149HCID 19004149, compound

Product 1

HCID 54517785HCID 54517785, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 89 mg (0.11 mmole) of 2-(2-(N-(benzyloxycarbonyl)-N-(carbamoylmethyl)amino)-N-(methyl)ethylaminocarbonyl)-4-(N,N-di-n-pentylcarbamoyl)-1-(N-(3-chlorophenyl)-N-phenylcarbamoyl)piperazine in 6 mL of ethanol was treated with 50 mg of 10% Pd/C, and the resulting suspension was stirred under an atmosphere of hydrogen for 25 min. The mixture was then filtered through Celite and the filtrate concentrated in vacuo. The residue was carried on in Step F below.

Workup

  1. filtrationThe mixture was then filtered through Celite
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-769d3584ab6341479206b51567a827f2
Source dataset
uspto-grants-1994_09
Patent number
US05344830

Reaction notes

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