HCID 136341303, compound → HCID 136341302, compound

HRID 1506168Notes

Reaction equation

HRID 1506168 reaction equation
[C:1]1([CH:13]2[CH2:18][CH2:17][N:16](C(OCC3C=CC=CC=3)=O)[CH2:15][CH2:14]2)[N:2]=[N:3][N:4]2[C:9]=1[C:8]1[CH:10]=[CH:11][NH:12][C:7]=1[N:6]=[CH:5]2>CO.[C].[Pd]>[NH:16]1[CH2:15][CH2:14][CH:13]([C:1]2[N:2]=[N:3][N:4]3[C:9]=2[C:8]2[CH:10]=[CH:11][NH:12][C:7]=2[N:6]=[CH:5]3)[CH2:18][CH2:17]1

Participants

4

Reactant 1

HCID 136341303HCID 136341303, compound

Product 1

HCID 136341302HCID 136341302, compoundYield 26%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

5% Palladium-carbon (10.0 mg) was added to benzyl 4-(7H-pyrrolo[3,2-e][1,2,3]triazolo[1,5-c]pyrimidin-1-yl)piperidine-1-carboxylate (30.0 mg, 0.0800 mmol) in methanol (2 mL) under an argon atmosphere, and after the reaction system was flushed with hydrogen, the reaction mixture was stirred at room temperature for 6 hours and then filtered. The filtrate was concentrated under reduced pressure. The resulting yellow solid was washed with methanol and collected by filtration to give the title compound as a pale yellow solid (5.0 mg, yield 26%).

Workup

  1. customafter the reaction system was flushed with hydrogen
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. washThe resulting yellow solid was washed with methanol
  5. filtrationcollected by filtration

Sources & evidence

ORD record
ord-0a7759028f1b445ebd872d2585d8619b
Source dataset
uspto-grants-2015_12
Patent number
US09216999B2

Reaction notes

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