Hydrochloric Acid → HCID 68938445, compound

HRID 1970023Notes

Reaction equation

HRID 1970023 reaction equation
[ClH:1].C(O[C:7]([N:9](C)[CH2:10][CH2:11][N:12]([CH3:30])[S:13]([C:16]1[CH:25]=[CH:24][C:23]2[NH:22][C:21](=[O:26])[C:20]3[NH:27][CH:28]=[CH:29][C:19]=3[C:18]=2[CH:17]=1)(=[O:15])=[O:14])=O)(C)(C)C.[CH2:32]([C:35]([O-:37])=[O:36])[CH2:33][CH3:34]>C(OCC)C.O1CCCC1>[CH3:30][N:12]([CH2:11][CH2:10][NH:9][CH3:7])[S:13]([C:16]1[CH:25]=[CH:24][C:23]2[NH:22][C:21](=[O:26])[C:20]3[NH:27][CH:28]=[CH:29][C:19]=3[C:18]=2[CH:17]=1)(=[O:14])=[O:15].[ClH:1].[CH2:32]([C:35]([OH:37])=[O:36])[CH2:33][CH3:34]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86627530HCID 86627530, compound

Product 1

HCID 68938445HCID 68938445, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

2 mL (4 mmol) of a 2M solution of hydrochloric acid in diethyl ether is added to a solution of 50 mg (0.1 mmol) of 8-{[2-(tert-butoxycarbonyl-methyl-amino)-ethyl]-methyl-sulfamoyl}-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-propyl carboxylate dissolved in 5 mL of anhydrous tetrahydrofuran. The solution is stirred at room temperature for 3 days then the solid that forms is filtered, and triturated in diisopropyl ether to give 26 mg (60%) of 8-[methyl-(2-methylamino-ethyl)-sulfamoyl]-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-propyl carboxylate hydrochloride in the form of a white solid.

Workup

  1. filtrationthe solid that forms is filtered
  2. customtriturated in diisopropyl ether

Sources & evidence

ORD record
ord-8f23d097304449ac801a097fc26c284c
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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