Dichloromethane → 2-Benzyl-3-(2,3-dihydro-benzofuran-5-yl)-2,4-dihydro-pyrrolo[3,4-b]quinolin-9-one

HRID 392041Notes

Reaction equation

HRID 392041 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]3[C:14]45O[C:13]4([C:22](=[O:23])[C:21]4[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=4[NH:15]5)[CH2:12][N:11]3[CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:9][C:4]=2O[CH2:2]1.[CH2:32](Cl)Cl>Cl.CN(C=O)C>[CH2:25]([N:11]1[CH:12]=[C:13]2[C:14]([NH:15][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=3[C:22]2=[O:23])=[C:10]1[C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][CH2:32][C:4]=2[CH:9]=1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 99314803-(1,3-benzodioxol-5-yl)-2,3-dihydro-2-(phenylmethyl)-3a,9a-epoxy-1H-pyrrolo[3,4-b]quinolin-9(4H)-one

Product 1

HCID 103183492-Benzyl-3-(2,3-dihydro-benzofuran-5-yl)-2,4-dihydro-pyrrolo[3,4-b]quinolin-9-one

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared by stirring 3-(1,3-benzodioxol-5-yl)-2,3-dihydro-2-(phenylmethyl)-3a,9a-epoxy-1H-pyrrolo[3,4-b]quinolin-9-(4H)-one, prepared as in Example 1, with HCl (2 drops of 1N aqueous solution) in a mixture of CH2Cl2 and DMF (4:1) for 72 hours at room temperature.

Sources & evidence

ORD record
ord-a50ca8747ea9476987da629cde4f4ce6
Source dataset
uspto-grants-2004_10
Patent number
US06800625B2

Reaction notes

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