Piperidine → HCID 69707660, compound

HRID 991844Notes

Reaction equation

HRID 991844 reaction equation
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:11]([OH:13])=[O:12])[CH:8]=2)[NH:3]1.[O:14]=[C:15]1[C:20]2=[CH:21][NH:22][C:23]([CH:24]=O)=[C:19]2[CH2:18][CH2:17][NH:16]1.N1CCCCC1>C(O)C>[O:1]=[C:2]1[C:10](=[CH:24][C:23]2[NH:22][CH:21]=[C:20]3[C:19]=2[CH2:18][CH2:17][NH:16][C:15]3=[O:14])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:11]([OH:13])=[O:12])[CH:8]=2)[NH:3]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 27733182-Oxindole-5-carboxylic acidHCID 99641894-oxo-4,5,6,7-tetrahydro-2H-pyrrolo[3,4-c]pyridine-1-carbaldehyde

Product 1

HCID 69707660HCID 69707660, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid (44.5 mg, 0.25 mmol), 4-oxo-4,5,6,7-tetrahydro-2H-pyrrolo[3,4-c]pyridine-1-carbaldehyde (41 mg, 0.25 mmol) and 0.1 mL of piperidine in ethanol (1 mL) was heated in a sealed tube at 80° C. for 6 hours. The precipitate was collected by vacuum filtration, washed with cold ethanol. The solid was then dissolved in methanol, the insoluble materials were removed and the filtrate was concentrated to give 20 mg (25%) of the title compound as a yellow solid.

Workup

  1. filtrationThe precipitate was collected by vacuum filtration
  2. washwashed with cold ethanol
  3. dissolutionThe solid was then dissolved in methanol
  4. customthe insoluble materials were removed
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-64ad490a903c4f42a603be9e8a7ee341
Source dataset
uspto-grants-2002_10
Patent number
US06465507B2

Reaction notes

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