4-Oxo-2,4,6,7-tetrahydropyrano[3,4-C]pyrrole-1-carbaldehyde → HCID 49823029, compound

HRID 988176Notes

Reaction equation

HRID 988176 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[CH:15]=[CH:14][CH:13]=[C:12]3[C:8]=2[CH2:9][C:10](=[O:16])[NH:11]3)[CH2:3][CH2:2]1.[O:17]=[C:18]1[C:23]2=[CH:24][NH:25][C:26]([CH:27]=O)=[C:22]2[CH2:21][CH2:20][O:19]1>N1CCCCC1.C(O)C>[O:16]=[C:10]1[C:9](=[CH:27][C:26]2[NH:25][CH:24]=[C:23]3[C:18](=[O:17])[O:19][CH2:20][CH2:21][C:22]=23)[C:8]2[C:12](=[CH:13][CH:14]=[CH:15][C:7]=2[CH:4]2[CH2:3][CH2:2][NH:1][CH2:6][CH2:5]2)[NH:11]1

Participants

5

Reactant 2

HCID 98340494-Oxo-2,4,6,7-tetrahydropyrano[3,4-C]pyrrole-1-carbaldehydeHCID 221353964-(Piperidin-4-yl)indolin-2-one

Product 1

HCID 49823029HCID 49823029, compoundYield 28%

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-piperidin-4-yl-1,3-dihydroindol-2-one (117 mg, 0.54 mmol), 4-oxo-2,4,6,7-tetrahydropyrano[3,4-c]pyrrole-1-carbaldehyde (89.3 mg, 0.54 mmol) and piperidine (1 drop) in ethanol (3 mL) was stirred at room temperature for 2 days. The precipitate was collected by vacuum filtration, washed with ethanol and dried to give 54.1 mg (28%) of the title compound as a yellow solid.

Workup

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

Sources & evidence

ORD record
ord-0746593f09a14069a7db5e5e964e70ba
Source dataset
uspto-grants-2003_10
Patent number
US06635640B2

Reaction notes

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