4-t-Butylbenzenesulfonyl chloride → HCID 86627498, compound

HRID 1969973Notes

Reaction equation

HRID 1969973 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].[C:22]([C:26]1[CH:31]=[CH:30][C:29]([S:32](Cl)(=[O:34])=[O:33])=[CH:28][CH:27]=1)([CH3:25])([CH3:24])[CH3:23]>>[C:22]([C:26]1[CH:31]=[CH:30][C:29]([S:32]([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:34])=[O:33])=[CH:28][CH:27]=1)([CH3:25])([CH3:23])[CH3:24].[CH2:17]([C:19]([O-:21])=[O:20])[CH3:18]

Participants

3

Reactant 2

HCID 1398824-t-Butylbenzenesulfonyl chlorideHCID 68937404HCID 68937404, compound

Product 1

HCID 86627498HCID 86627498, compoundYield 40%

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 55 mg (0.23 mmol) of 4-tert-butyl-benzenesulfonyl chloride. After recrystallization from acetonitrile/dichloromethane mixture, 36 mg (40%) of 8-(4-tert-butyl-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 acetonitrile/dichloromethane mixture

Sources & evidence

ORD record
ord-29b6f7ba47484209a26a8ae149abe623
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

Loading…