HCID 21201899, compound → HCID 21201570, compound

HRID 1979325Notes

Reaction equation

HRID 1979325 reaction equation
[C:1]([O:5][C:6]([CH2:8][N:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]([C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:12][CH:11]([NH:26][C:27]([NH:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([O:38]CC3C=CC=CC=3)=[O:37])[CH:31]=2)=[O:28])[C:10]1=[O:46])=[O:7])([CH3:4])([CH3:3])[CH3:2]>[C].[Pd].CO>[C:1]([O:5][C:6]([CH2:8][N:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]([C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:12][CH:11]([NH:26][C:27](=[O:28])[NH:29][C:30]2[CH:31]=[C:32]([CH:33]=[CH:34][CH:35]=2)[C:36]([OH:38])=[O:37])[C:10]1=[O:46])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 21201899HCID 21201899, compound

Product 1

HCID 21201570HCID 21201570, compoundYield 89.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Methanol (20 ml) and 10% palladium carbon (57 mg) were added to 1-(1-tert-butoxycarbonylmethyl-2-oxo-5-pivaloyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)-3-(3-benzyloxycarbonylphenyl)urea (550 mg), the mixture was stirred at room temperature under hydrogen atmosphere for one hour. The reaction mixture was filtrated and the filtrate was concentrated under reduced pressure. Isopropyl ether was added to the residue for trituration and collected by filtration, to thereby obtain 420 mg of the title compound as a colorless solid.

Workup

  1. filtrationThe reaction mixture was filtrated
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionIsopropyl ether was added to the residue for trituration
  4. filtrationcollected by filtration

Sources & evidence

ORD record
ord-b6ff04f97f394aa1a1417bf9713ed31c
Source dataset
uspto-grants-2001_05
Patent number
US06239131B1

Reaction notes

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