Acetonitrile → HCID 4914114, compound

HRID 979469Notes

Reaction equation

HRID 979469 reaction equation
[NH2:1][C:2]1[C:11]([F:12])=[C:10](F)[C:9]([F:14])=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:18]([OH:20])=[O:19])=[CH:6][N:7]2[CH:15]1[CH2:17][CH2:16]1.[CH2:22]([N:24]([CH2:27]C)[CH2:25][CH3:26])[CH3:23].C(#[N:31])C>>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:31]2[CH2:26][CH2:25][N:24]([CH3:27])[CH2:22][CH2:23]2)[C:9]([F:14])=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:18]([OH:20])=[O:19])=[CH:6][N:7]2[CH:15]1[CH2:16][CH2:17]1

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 139109475-Amino-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Product 1

HCID 4914114HCID 4914114, compound

Procedure

A suspension of 1.0 g (3.35 mmole) of 5-amino-1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 1.36 g (13.35 mmole) of triethylamine and 60 ml of acetonitrile is refluxed for eight hours and stirred at room temperature for 16 hours. The precipitate is removed by filteration, washed with acetonitrile, and dried in vacuo at 45° C. to give 5-amino-1-cyclopropyl-6,8-difluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinoline-carboxylic acid, mp 247°-248° C.

Workup

  1. temperatureis refluxed for eight hours
  2. customThe precipitate is removed by filteration
  3. washwashed with acetonitrile
  4. customdried in vacuo at 45° C.

Sources & evidence

ORD record
ord-9d5bb92d369b45b587e832d4c6a0f785
Source dataset
uspto-grants-1987_05
Patent number
US04668680

Reaction notes

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