2-Fluorobenzenesulphonyl chloride → HCID 86627494, compound

HRID 1969969Notes

Reaction equation

HRID 1969969 reaction equation
[NH2:1][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.Cl.[CH2:17]([C:19]([OH:21])=[O:20])[CH3:18].[F:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[S:29](Cl)(=[O:31])=[O:30]>>[F:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[S:29]([NH:1][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)(=[O:31])=[O:30].[CH2:17]([C:19]([O-:21])=[O:20])[CH3:18]

Participants

3

Reactant 2

HCID 1377612-Fluorobenzenesulphonyl chlorideHCID 68937404HCID 68937404, compound

Product 1

HCID 86627494HCID 86627494, compoundYield 45%

Procedure

This compound is prepared according to synthesis 43, from 60 mg (0.20 mmol) of 8-amino-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate hydrochloride (synthesis 64) and 28 μL (0.21 mmol) of 2-fluoro-benzenesulfonyl chloride. After recrystallization from methanol, 38 mg (45%) of 8-(2-fluoro-benzenesulfonylamino)-4-oxo-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. customAfter recrystallization from methanol

Sources & evidence

ORD record
ord-de60a06f97a0456890853bd56b5fb7d6
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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