Styrene → 4-oxo-8-styryl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylate

HRID 1969991Notes

Reaction equation

HRID 1969991 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:9]2[NH:8][C:7](=[O:12])[C:6]3[NH:13][CH:14]=[CH:15][C:5]=3[C:4]=2[CH:3]=1.[CH2:16]([C:18]([O-:20])=[O:19])[CH3:17].[CH2:21]=[CH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[O:12]=[C:7]1[C:6]2[NH:13][CH:14]=[CH:15][C:5]=2[C:4]2[CH:3]=[C:2]([CH:21]=[CH:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:11]=[CH:10][C:9]=2[NH:8]1.[CH2:16]([C:18]([O-:20])=[O:19])[CH3:17]

Participants

3

Reactant 2

HCID 7501StyreneHCID 866275178-bromo-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylate

Product 1

HCID 866275184-oxo-8-styryl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylateYield 14%

Procedure

This compound is prepared according to synthesis 68, from 70 mg (0.21 mmol) of 8-bromo-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate (synthesis 71) and 26 μL (0.23 mmol) of styrene. After filtration and trituration in diethyl ether, 10 mg (14%) of 4-oxo-8-styryl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate is obtained in the form of a light brown solid.

Workup

  1. customThis compound is prepared
  2. filtrationAfter filtration and trituration in diethyl ether

Sources & evidence

ORD record
ord-4e27c66683854fdc9a156380f23d1267
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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