3-Methoxybenzenesulfonyl chloride → HCID 86627500, compound

HRID 1969975Notes

Reaction equation

HRID 1969975 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].[CH3:22][O:23][C:24]1[CH:25]=[C:26]([S:30](Cl)(=[O:32])=[O:31])[CH:27]=[CH:28][CH:29]=1>>[CH3:22][O:23][C:24]1[CH:25]=[C:26]([S:30]([NH:1][C:2]2[CH:11]=[CH:10][C:9]3[NH:8][C:7](=[O:12])[C:6]4[NH:13][CH:14]=[CH:15][C:5]=4[C:4]=3[CH:3]=2)(=[O:32])=[O:31])[CH:27]=[CH:28][CH:29]=1.[CH2:17]([C:19]([O-:21])=[O:20])[CH3:18]

Participants

3

Reactant 2

HCID 27375043-Methoxybenzenesulfonyl chlorideHCID 68937404HCID 68937404, compound

Product 1

HCID 86627500HCID 86627500, compoundYield 25%

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 30 μL (0.21 mmol) of 3-methoxy-benzenesulfonyl chloride. After recrystallization from methanol then trituration in hot methanol, 21 mg (25%) of 8-(3-methoxy-benzenesulfonylamino)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate is obtained in the form of a beige solid.

Workup

  1. customThis compound is prepared
  2. customAfter recrystallization from methanol

Sources & evidence

ORD record
ord-d4a6931c06ac4dbcadef3b35184720d6
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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