4-Oxo-2,4,6,7-tetrahydropyrano[3,4-C]pyrrole-1-carbaldehyde → 1-[4-(2-Hydroxy-ethyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-6,7-dihydro-2H-pyrano[3,4-c]pyrrol-4-one

HRID 991800Notes

Reaction equation

HRID 991800 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][C:7](=[O:13])[NH:8]2.[O:14]=[C:15]1[C:20]2=[CH:21][NH:22][C:23]([CH:24]=O)=[C:19]2[CH2:18][CH2:17][O:16]1>>[OH:1][CH2:2][CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6](=[CH:24][C:23]1[NH:22][CH:21]=[C:20]3[C:15](=[O:14])[O:16][CH2:17][CH2:18][C:19]=13)[C:7](=[O:13])[NH:8]2

Participants

3

Reactant 2

HCID 98340494-Oxo-2,4,6,7-tetrahydropyrano[3,4-C]pyrrole-1-carbaldehydeHCID 109430044-(2-Hydroxyethyl)indolin-2-one

Product 1

HCID 697070231-[4-(2-Hydroxy-ethyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-6,7-dihydro-2H-pyrano[3,4-c]pyrrol-4-oneYield 424.3%

Procedure

4-(2-Hydroxy-ethyl)-1,3-dihydro-indol-2-one (0.1 g, 0.6 mmol) was condensed with 4-oxo-2,4,6,7-tetrahydro-pyrano[3,4-c]pyrrole-1-carbaldehyde (1.2 eq, 0.06 g) to give 0.5 g (28%) of the title compound as a yellow solid.

Sources & evidence

ORD record
ord-5b1226d5532c436b9228b4980a89624d
Source dataset
uspto-grants-2002_10
Patent number
US06465507B2

Reaction notes

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