Acetonitrile → HCID 4914114, compound

HRID 1110724Notes

Reaction equation

HRID 1110724 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-3quinolinecarboxylic 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 filtration, 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-quinolinecarboxylic acid, mp 247°-248° C.

Workup

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

Sources & evidence

ORD record
ord-61bf6a0a00eb4bac9ada805305c86812
Source dataset
uspto-grants-1990_12
Patent number
US04977154

Reaction notes

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