Hydrochloric Acid → HCID 131717647, compound

HRID 373705Notes

Reaction equation

HRID 373705 reaction equation
C(OC([NH:8][C:9]12[CH2:15][CH:14]1[CH2:13][CH2:12][N:11]([C:16]1[N:25]=[C:24]3[C:19]([C:20](=[O:39])[C:21]([C:34]([O:36]CC)=[O:35])=[CH:22][N:23]3[C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][C:27]=3[F:33])=[CH:18][C:17]=1[F:40])[CH2:10]2)=O)(C)(C)C.[ClH:41]>C(OCC)(=O)C>[ClH:41].[NH2:8][C:9]12[CH2:15][CH:14]1[CH2:13][CH2:12][N:11]([C:16]1[N:25]=[C:24]3[C:19]([C:20](=[O:39])[C:21]([C:34]([OH:36])=[O:35])=[CH:22][N:23]3[C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][C:27]=3[F:33])=[CH:18][C:17]=1[F:40])[CH2:10]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 867463427-(1-tert-Butoxycarbonylamino-3-azabicyclo[4.1.0]-hept-3-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, ethyl ester

Product 1

HCID 131717647HCID 131717647, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of the compound of step A (300 mg, 0.54 mmol) in ethyl acetate (6 ml) and 3N hydrochloric acid (6 ml) was heated to reflux overnight. Solvents were removed in vacuo, and the residue was recrystallized from methanol-acetonitrile to give the title product as a white solid, mp 192° C. (decomp.) (155.5 mg, 0.338 mmol, 62% yield).

Workup

  1. temperatureto reflux overnight
  2. customSolvents were removed in vacuo
  3. customthe residue was recrystallized from methanol-acetonitrile

Sources & evidence

ORD record
ord-47d1b152d4bb466f830a0bc316c034be
Source dataset
uspto-grants-1992_11
Patent number
US05164402

Reaction notes

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