Diethyl Ether → HCID 86751247, compound

HRID 1378393Notes

Reaction equation

HRID 1378393 reaction equation
C(OC([NH: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)=O)(C)(C)C.[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41].C(OCC)C>ClCCl>[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41].[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

5

Reactant 3

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 70204296HCID 70204296, compound

Product 1

HCID 86751247HCID 86751247, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

In 2 ml of dichloromethane, is suspended 330 mg (0.606 mmol) of 7-(trans-3-(tertbutoxycarbonylaminomethyl)-4-trifluoromethyl-1-pyrrolidinyl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid obtained in Example 10a. To the suspension, is added 2 ml of trifluoroacetic acid on cooling with ice. The mixture is stirred at 0° C. for 1 hour. Diethyl ether was added to the reaction mixture to give a precipitate. The resulting precipitate was obtained by filtration to give 340 mg of the objective substance as a colorless powder (yield 100%).

Workup

  1. temperatureon cooling with ice
  2. customto give a precipitate
  3. customThe resulting precipitate was obtained by filtration

Sources & evidence

ORD record
ord-b8d895b0fb334c3abc128e89206ec53d
Source dataset
uspto-grants-1997_09
Patent number
US05668147

Reaction notes

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