4-Oxo-2,4,6,7-tetrahydropyrano[3,4-C]pyrrole-1-carbaldehyde → HCID 69584105, compound

HRID 988148Notes

Reaction equation

HRID 988148 reaction equation
[N:1]1[CH:6]=[CH:5][C: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)=[CH:3][CH: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[C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)[NH:11]1

Participants

5

Reactant 2

HCID 98340494-Oxo-2,4,6,7-tetrahydropyrano[3,4-C]pyrrole-1-carbaldehydeHCID 121115814-Pyridin-4-yl-1,3-dihydro-indol-2-one

Product 1

HCID 69584105HCID 69584105, compoundYield 17.5%

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-pyridin-4-yl-1,3-dihydroindol-2-one (50 mg, 0.24 mmol), 4-oxo-2,4,6,7-tetrahydropyrano[3,4-c]pyrrole-1-carbaldehyde (39.2 mg, 0.24 mmol) and piperidine (1 drop) in ethanol (2 mL) was stirred at room temperature for 48 hours. The precipitate which formed was collected by vacuum filtration, washed with ethanol and dried to give 15 mg (17%) of the title compound.

Workup

  1. customThe precipitate which formed
  2. filtrationwas collected by vacuum filtration
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-b882e043743f43e2ab002a88673e3cac
Source dataset
uspto-grants-2003_10
Patent number
US06635640B2

Reaction notes

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