Piperidine → 2-Oxo-3-(4-oxo-4,5,6,7-tetrahydro-2H-pyrrolo[3,4-c]pyridin-1-ylmethylene)-2,3-dihydro-1H-indole-5-sulfonic acid methylamide

HRID 991848Notes

Reaction equation

HRID 991848 reaction equation
[CH3:1][NH:2][S:3]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH2:9]2)(=[O:5])=[O:4].C[N:17]1[CH2:22][CH2:21][C:20]2=[C:23]([CH:26]=O)[NH:24][CH:25]=[C:19]2[C:18]1=[O:28].N1CCCCC1>C(O)C>[CH3:1][NH:2][S:3]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[C:9]2=[CH:26][C:23]1[NH:24][CH:25]=[C:19]2[C:20]=1[CH2:21][CH2:22][NH:17][C:18]2=[O:28])(=[O:5])=[O:4]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 99205265-methyl-4-oxo-4,5,6,7-tetrahydro-2H-pyrrolo[3,4-c]pyridine-1-carbaldehydeHCID 10176909N-methyl-2-oxoindoline-5-sulfonamide

Product 1

HCID 697079232-Oxo-3-(4-oxo-4,5,6,7-tetrahydro-2H-pyrrolo[3,4-c]pyridin-1-ylmethylene)-2,3-dihydro-1H-indole-5-sulfonic acid methylamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid methylamide (45.2 mg, 0.2 mmol), 5-methyl-4-oxo-4,5,6,7-tetrahydro-2H-pyrrolo[3,4-c]pyridine-1-carbaldehyde (35.6 mg, 0.2 mmol) and piperidine (0.1 mL) in ethanol (1 mL) was heated at 80° C. for 4 hours. The precipitate was collected by vacuum filtration, washed with ethanol and dried to give the title compound.

Workup

  1. filtrationThe precipitate was collected by vacuum filtration
  2. washwashed with ethanol
  3. customdried

Sources & evidence

ORD record
ord-32b52e8950ab49a89e6f2094cfbb39bf
Source dataset
uspto-grants-2002_10
Patent number
US06465507B2

Reaction notes

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