Hydrochloric Acid → HCID 86751249, compound

HRID 1378394Notes

Reaction equation

HRID 1378394 reaction equation
FC(F)(F)C(O)=O.[NH2:8][CH2:9][C@H:10]1[C@H:14]([C:15]([F:18])([F:17])[F:16])[CH2:13][N:12]([C:19]2[C:28]([F:29])=[C:27]3[C:22]([C:23](=[O:36])[C:24]([C:33]([OH:35])=[O:34])=[CH:25][N:26]3[CH:30]3[CH2:32][CH2:31]3)=[CH:21][C:20]=2[F:37])[CH2:11]1.[ClH:38]>CO>[ClH:38].[NH2:8][CH2:9][C@H:10]1[C@H:14]([C:15]([F:17])([F:18])[F:16])[CH2:13][N:12]([C:19]2[C:28]([F:29])=[C:27]3[C:22]([C:23](=[O:36])[C:24]([C:33]([OH:35])=[O:34])=[CH:25][N:26]3[CH:30]3[CH2:31][CH2:32]3)=[CH:21][C:20]=2[F:37])[CH2:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86751247HCID 86751247, compound

Product 1

HCID 86751249HCID 86751249, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 4 ml of methanol, is suspended 80 mg (0.147 mmol) of 7-(trans-3-aminomethyl-4-trifluoromethyl-1-pyrrolidinyl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid trifluoroacetate obtained in Example 11a. To the suspension, is added 0.02 ml of conc-hydrochloric acid to dissolve the suspension. The reaction liquid is concentrated under reduced pressure. The residue was dissolved in 5 ml of methanol. Diethyl ether was added to the solution to give a precipitate. The resulting precipitate was obtained by filtration to give 65 mg of the objective substance as a slightly yellow powder (yield 94.7%).

Workup

  1. dissolutionto dissolve the suspension
  2. customThe reaction liquid
  3. concentrationis concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in 5 ml of methanol
  5. additionDiethyl ether was added to the solution
  6. customto give a precipitate
  7. customThe resulting precipitate was obtained by filtration

Sources & evidence

ORD record
ord-8d8a1466577a419ba88e2d7f2e0df482
Source dataset
uspto-grants-1997_09
Patent number
US05668147

Reaction notes

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