Triethylamine → HCID 19905730, compound

HRID 2372087Notes

Reaction equation

HRID 2372087 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[C:8]([NH2:16])[C:9]([F:15])=[C:10](F)[C:11]=2[F:13])[C:6](=[O:17])[C:5]([C:18]([OH:20])=[O:19])=[CH:4]1)[CH3:2].[C:21]([O:25][C:26]([NH:28][CH:29]1[CH2:33][CH2:32][NH:31][CH2:30]1)=[O:27])([CH3:24])([CH3:23])[CH3:22].C(N(CC)CC)C>C(#N)C>[CH2:1]([N:3]1[C:12]2[C:7](=[C:8]([NH2:16])[C:9]([F:15])=[C:10]([N:31]3[CH2:32][CH2:33][CH:29]([NH:28][C:26]([O:25][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:27])[CH2:30]3)[C:11]=2[F:13])[C:6](=[O:17])[C:5]([C:18]([OH:20])=[O:19])=[CH:4]1)[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1508834HCID 1508834, compoundHCID 2757234tert-butyl N-(pyrrolidin-3-yl)carbamate

Product 1

HCID 19905730HCID 19905730, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A suspension of 3.02 g (10 mmole) of 1-ethyl-5-amino-6,7,8-trifluoro-4-oxo-1,4-dihydro quinoline-3-carboxylic acid, 2.79 g (15 mmole) of 3-(t-butoxycarbonylamino)pyrrolidine, 3.0 g (30 mmole) of triethylamine and 100 ml of acetonitrile is refluxed for 18 hours. The reaction mixture is cooled to room temperature and the precipitate is removed by filtration, washed with acetonitrile, ether, and dried in vacuo to give 1-ethyl-5-amino-6,8-difluoro-7-[3-(t-butoxycarbonylamino)-1-pyrrolidinyl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid.

Workup

  1. temperatureis refluxed for 18 hours
  2. customthe precipitate is removed by filtration
  3. washwashed with acetonitrile, ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-b4c5ed17ea7b451597ad6ec153ba540b
Source dataset
uspto-grants-1992_03
Patent number
US05097032

Reaction notes

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