HCID 118268310, compound → HCID 73504184, compound

HRID 594829Notes

Reaction equation

HRID 594829 reaction equation
[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([C@@H:13]([CH2:33][C@H:34]3[CH2:38][CH2:37][N:36]([C:39](=[O:42])[NH:40][CH3:41])[CH2:35]3)[C:14]([NH:16][C:17]3[CH:32]=[CH:31][C:20]([C:21]([O:23]CC4C=CC=CC=4)=[O:22])=[CH:19][N:18]=3)=[O:15])=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1>C(OCC)(=O)C.[C].[Pd]>[CH:1]1([S:4]([C:7]2[CH:8]=[CH:9][C:10]([C@@H:13]([CH2:33][C@H:34]3[CH2:38][CH2:37][N:36]([C:39](=[O:42])[NH:40][CH3:41])[CH2:35]3)[C:14]([NH:16][C:17]3[CH:32]=[CH:31][C:20]([C:21]([OH:23])=[O:22])=[CH:19][N:18]=3)=[O:15])=[CH:11][CH:12]=2)(=[O:5])=[O:6])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 118268310HCID 118268310, compound

Product 1

HCID 73504184HCID 73504184, compoundYield 68%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Benzyl 6-((R)-2-(4-(cyclopropylsulfonyl)phenyl)3-((S)-1-(methylcarbamoyl)pyrrolidin-3-yl)-propanamido)nicotinate (50.0 mg, 84.6 μmol) was dissolved in ethyl acetate (2 mL), and thereafter, 10% palladium carbon (catalytic amount) was added to the obtained solution. The obtained mixture was stirred under a hydrogen atmosphere for 15 hours. Thereafter, the reaction solution was filtered through a pad of celite, and was then concentrated in vacuo, so as to obtain the captioned compound (28.8 mg, 68%) in the form of a white solid.

Workup

  1. filtrationThereafter, the reaction solution was filtered through a pad of celite
  2. concentrationwas then concentrated in vacuo

Sources & evidence

ORD record
ord-be528c64749d4999bd0fc615e718d089
Source dataset
uspto-grants-2016_01
Patent number
US09242978B2

Reaction notes

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