Hydrochloric Acid → HCID 461417, compound

HRID 1198579Notes

Reaction equation

HRID 1198579 reaction equation
C(OC([NH:8][CH:9]([CH:11]1[CH2:15][CH2:14][N:13]([C:16]2[N:25]=[C:24]3[C:19]([C:20](=[O:32])[C:21]([C:29]([OH:31])=[O:30])=[CH:22][N:23]3[CH:26]3[CH2:28][CH2:27]3)=[CH:18][C:17]=2[F:33])[CH2:12]1)[CH3:10])=O)(C)(C)C.Cl>C(O)C>[NH2:8][CH:9]([CH:11]1[CH2:15][CH2:14][N:13]([C:16]2[N:25]=[C:24]3[C:19]([C:20](=[O:32])[C:21]([C:29]([OH:31])=[O:30])=[CH:22][N:23]3[CH:26]3[CH2:27][CH2:28]3)=[CH:18][C:17]=2[F:33])[CH2:12]1)[CH3:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19419131HCID 19419131, compound

Product 1

HCID 461417HCID 461417, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7-[3-(1-(N-tert-butoxycarbonylamino)ethyl)-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4 -dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid isomer A (0.78 g, 0.0017 mole), preformed above, in ethanol (37 mL)/1N HCl (15 mL) was heated at 90° for 75 minutes. The reaction was cooled to room temperature and the solvent partially removed under reduced pressure. On standing a solid formed. This was filtered, washed with ethanol/diethyl ether, and then with diethyl ether and was dried in an oven under vacuum at 70° for two hours to give 7-[3-(1-aminoethyl)-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8 -naphthyridine-3-carboxylic acid isomer A (0.40 g, 57%) as a white powder, mp 322°-325° (dec).

Workup

  1. temperaturewas heated at 90° for 75 minutes
  2. customthe solvent partially removed under reduced pressure
  3. customformed
  4. filtrationThis was filtered
  5. washwashed with ethanol/diethyl ether
  6. dry with materialwith diethyl ether and was dried in an oven under vacuum at 70° for two hours

Sources & evidence

ORD record
ord-46704a6a425e4b78af81b2160d71b3b1
Source dataset
uspto-grants-1994_01
Patent number
US05281612

Reaction notes

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