Triethylamine → HCID 86627483, compound

HRID 1969957Notes

Reaction equation

HRID 1969957 reaction equation
Cl[S:2]([C:5]1[CH:14]=[CH:13][C:12]2[NH:11][C:10](=[O:15])[C:9]3[NH:16][CH:17]=[C:18]([C:19]([OH:21])=[O:20])[C:8]=3[C:7]=2[CH:6]=1)(=[O:4])=[O:3].[CH2:22]([N:24](CC)CC)C.Cl.CN>>[CH3:22][NH:24][S:2]([C:5]1[CH:14]=[CH:13][C:12]2[NH:11][C:10](=[O:15])[C:9]3[NH:16][CH:17]=[CH:18][C:8]=3[C:7]=2[CH:6]=1)(=[O:3])=[O:4].[CH2:18]([C:19]([O-:21])=[O:20])[CH3:17]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 6364545Methylamine hydrochlorideHCID 451210688-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid

Product 1

HCID 86627483HCID 86627483, compoundYield 21.2%

Procedure

This compound is prepared according to synthesis 25, from 115 mg (0.35 mmol) of 8-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid (synthesis 2), 147 μL (1.05 mmol) of triethylamine and 28 mg (0.42 mmol) of methylamine hydrochloride. After purification by chromatography on silica (eluent dichloromethane/methanol 9/1), 13 mg (11%) of 8-methylsulfamoyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate is obtained in the form of a white solid.

Workup

  1. customThis compound is prepared
  2. customAfter purification by chromatography on silica (eluent dichloromethane/methanol 9/1)

Sources & evidence

ORD record
ord-f3642208020f4630b249e96a12e83c2f
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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