Methanol → HCID 131733971, compound

HRID 710947Notes

Reaction equation

HRID 710947 reaction equation
[CH2:1]([O:8][C:9]([NH:11][NH:12][C:13]([C@@H:15]1[CH2:19][CH2:18][CH2:17][N:16]1[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[OH:28]>[C].[Pd]>[CH2:1]([O:8][C:9]([NH:11][NH:12][C:13]([C@@H:15]1[CH2:19][CH2:18][C:17](=[O:28])[N:16]1[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 68965602HCID 68965602, compound

Product 1

HCID 131733971HCID 131733971, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst

Procedure

(S)-tert-Butyl 2-(2-((benzyloxy)carbonyl)hydrazinecarbonyl)pyrrolidine-1-carboxylate (1.089 g, 3.00 mmol) described in Reference Example 5 was dissolved in methanol (15 mL), 10% palladium-carbon (50% water content, 200 mg) was added, followed by stirring at room temperature for 1 hour under hydrogen atmosphere. The catalyst of the reaction mixture was filtered through Celite and the solvent was concentrated under reduced pressure to afford 595.5 mg of the title compound (yield 86.6%).

Workup

  1. filtrationThe catalyst of the reaction mixture was filtered through Celite
  2. concentrationthe solvent was concentrated under reduced pressure

Sources & evidence

ORD record
ord-287ebb2bf38c477086c08f0ba935b588
Source dataset
uspto-grants-2015_11
Patent number
US09181250B2

Reaction notes

Loading…