Ethanol → HCID 136341301, compound

HRID 1506145Notes

Reaction equation

HRID 1506145 reaction equation
[C:1]1([CH:13]2[CH2:18][CH2:17][N:16](C([O:21][CH2:22][C:23]3C=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.O.C([OH:32])C>C(O)(=O)C.[C].[Pd]>[C:22]([OH:32])(=[O:21])[CH3:23].[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

6

Reactant 3

HCID 702EthanolHCID 962WaterHCID 136341303HCID 136341303, compound

Product 1

HCID 136341301HCID 136341301, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

5% Palladium-carbon (0.87 g) was added to benzyl 4-(7H-pyrrolo[3,2-e][1,2,3]triazolo[1,5-c]pyrimidin-1-yl)piperidine-1-carboxylate (4.88 g, 13.0 mmol) obtained in Synthetic Examplea 26 in a mixture of acetic acid (60 mL), water (6 mL) and ethanol (10 mL), and after then the reaction system was flushed with hydrogen, the reaction mixture was stirred at room temperature for one day and then filtered. The filtrate was concentrated, and the resulting yellow solid was washed with ethanol to give the title compound as a colorless solid (3.30 g, yield 84%).

Workup

  1. customafter then the reaction system was flushed with hydrogen
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated
  4. washthe resulting yellow solid was washed with ethanol

Sources & evidence

ORD record
ord-288db19a35294ba9839b82180d898e5b
Source dataset
uspto-grants-2015_12
Patent number
US09216999B2

Reaction notes

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