HCID 178452636, compound → HCID 178452635, compound

HRID 1747496Notes

Reaction equation

HRID 1747496 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[NH:13][N:12]=[C:11]([CH:14]2[CH2:19][CH2:18][N:17](C(OCC3C=CC=CC=3)=O)[CH2:16][CH2:15]2)[CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[C].[Pd]>[NH:17]1[CH2:18][CH2:19][CH:14]([C:11]2[CH:10]=[C:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:3])([CH3:2])[CH3:4])[NH:13][N:12]=2)[CH2:15][CH2:16]1

Participants

4

Reactant 1

HCID 178452636HCID 178452636, compound

Product 1

HCID 178452635HCID 178452635, compoundYield 104.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

10% palladium-carbon (M type, wet product, 2.50 g) was added to a solution of benzyl 4-{5-[(tert-butoxycarbonyl)amino]-1H-pyrazol-3-yl}piperidine-1-carboxylate (12.25 g, 30.59 mmol) produced in Reference Example 28 in methanol (130 mL), and the mixture was stirred at room temperature for 8 hours under a hydrogen atmosphere. The catalyst in the reaction solution was filtered off, and the solvent in the obtained filtrate was distilled off under reduced pressure to obtain the title compound (8.50 g).

Workup

  1. filtrationThe catalyst in the reaction solution was filtered off
  2. distillationthe solvent in the obtained filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-e1bf95c3b8714e1d876b31d8dbec1052
Source dataset
uspto-grants-2015_10
Patent number
US09150575B2

Reaction notes

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