HCID 58551532, compound → HCID 58551151, compound

HRID 1908056Notes

Reaction equation

HRID 1908056 reaction equation
[CH:1]([N:4]1[C:8]2[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[O:15][C:16]3([CH2:21][CH2:20][N:19](C(OCC4C=CC=CC=4)=O)[CH2:18][CH2:17]3)[C:7]=2[CH:6]=[N:5]1)([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[CH:1]([N:4]1[C:8]2[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[O:15][C:16]3([CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)[C:7]=2[CH:6]=[N:5]1)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 58551532HCID 58551532, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58551151HCID 58551151, compoundYield 101.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Benzyl 1-isopropylspiro[chromeno[4,3-c]pyrazole-4,4′-piperidine]-1′-carboxylate (1.1 g, 2.6 mmol) was stirred in methanol (14.4 mL) with Pd/C (140.3 mg, 0.1318 mmol) under a balloon of hydrogen for 16 h. The reaction was filtered through a syringe filter and the solvent evaporated to give 1-isopropylspiro[chromeno[4,3-c]pyrazole-4,4′-piperidine] (750 mg, 100%). ESI-MS m/z calc. 283.2. found 284.3 (M+1)+; Retention time: 1.01 minutes (3 min run).

Workup

  1. filtrationThe reaction was filtered through a syringe
  2. filtrationfilter
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-0a7533db9b784f81ba54ece103396d26
Source dataset
uspto-grants-2013_12
Patent number
US08598164B2

Reaction notes

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