HCID 58355329, compound → HCID 58355105, compound

HRID 1509577Notes

Reaction equation

HRID 1509577 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12](/[CH:13]=[CH:14]/[C:15]2[S:16][CH:17]=[CH:18][N:19]=2)=[C:11]([C:20]([N:22]([CH2:44][CH:45]([CH3:47])[CH3:46])[C@H:23]2[CH2:28][C@@H:27]([C:29]([N:31]3[CH2:36][CH2:35][O:34][CH2:33][CH2:32]3)=[O:30])[CH2:26][N:25]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:24]2)=[O:21])[N:10]=[N:9]1>CO.[C].[Pd]>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([CH2:13][CH2:14][C:15]2[S:16][CH:17]=[CH:18][N:19]=2)=[C:11]([C:20]([N:22]([CH2:44][CH:45]([CH3:47])[CH3:46])[C@H:23]2[CH2:28][C@@H:27]([C:29]([N:31]3[CH2:36][CH2:35][O:34][CH2:33][CH2:32]3)=[O:30])[CH2:26][N:25]([C:37]([O:39][C:40]([CH3:41])([CH3:42])[CH3:43])=[O:38])[CH2:24]2)=[O:21])[N:10]=[N:9]1

Participants

4

Reactant 1

HCID 58355329HCID 58355329, compound

Product 1

HCID 58355105HCID 58355105, compoundYield 99.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

tert-Butyl (3S,5R)-3-[({1-(2-fluorophenyl)-5-[(E)-2-(1,3-thiazol-2-yl)ethenyl]-1H-1,2,3-triazol-4-yl}carbonyl)(2-methylpropyl)amino]-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylate (200 mg) and 5% palladium-carbon (20 mg) were suspended in methanol (4 ml), and the mixture was stirred at room temperature under a hydrogen atmosphere (1 atom) for 3 days. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give the object product (200 mg).

Workup

  1. filtrationInsoluble material was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a91128d49c0b411385e0dfeb9f9cb795
Source dataset
uspto-grants-2015_12
Patent number
US09221836B2

Reaction notes

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