Hydrochloric Acid → 6-(2,6-dichlorobenzoylamino)-2,3-dihydro-1-methyl-1H-pyrazolo[4,3-c]quinolin-3-one hydrochloride

HRID 613480Notes

Reaction equation

HRID 613480 reaction equation
C(OC([N:8]1[C:31](=[O:32])[C:11]2[CH:12]=[N:13][C:14]3[C:15]([NH:20][C:21](=[O:30])[C:22]4[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=4[Cl:29])=[CH:16][CH:17]=[CH:18][C:19]=3[C:10]=2[N:9]1[CH3:33])=O)(C)(C)C.Cl>CO.C(OCC)(=O)C>[ClH:28].[Cl:28][C:27]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:29])[C:22]=1[C:21]([NH:20][C:15]1[C:14]2[N:13]=[CH:12][C:11]3[C:31](=[O:32])[NH:8][N:9]([CH3:33])[C:10]=3[C:19]=2[CH:18]=[CH:17][CH:16]=1)=[O:30]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 19592811HCID 19592811, compound

Product 1

HCID 195929636-(2,6-dichlorobenzoylamino)-2,3-dihydro-1-methyl-1H-pyrazolo[4,3-c]quinolin-3-one hydrochlorideYield 137.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-tert-butoxycarbonyl-6-(2,6-dichlorobenzoylamino)-2,3-dihydro-1-methyl-1H-pyrazolo[4,3-c]quinolin-3-one (30 mg) in methanol (1 ml) was added 4M solution of hydrogen chloride in ethyl acetate (1 ml) at ambient temperature, and the mixture was stirred for 1 hour at the same temperature. The mixture was concentrated in vacuo, and the residue was crystallized from ethanol-ethyl acetate to give 6-(2,6-dichlorobenzoylamino)-2,3-dihydro-1-methyl-1H-pyrazolo[4,3-c]quinolin-3-one hydrochloride (17.9 mg).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was crystallized from ethanol-ethyl acetate

Sources & evidence

ORD record
ord-be9addac30cc41e28224422004763a6f
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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