Hydrochloric Acid → HCID 131717647, compound

HRID 484214Notes

Reaction equation

HRID 484214 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-d49cfca016e5414bb7213237c212cb8a
Source dataset
uspto-grants-1993_07
Patent number
US05229396

Reaction notes

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