Pyrrolidine → HCID 19776631, compound

HRID 1165369Notes

Reaction equation

HRID 1165369 reaction equation
Cl[C:2]1[C:11]([C:12]#[N:13])=[C:10]2[C:5]([C:6](=[O:20])[C:7]([C:17]([OH:19])=[O:18])=[CH:8][N:9]2[CH:14]2[CH2:16][CH2:15]2)=[CH:4][C:3]=1[F:21].[NH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1>O1CCOCC1>[C:12]([C:11]1[C:2]([N:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)=[C:3]([F:21])[CH:4]=[C:5]2[C:10]=1[N:9]([CH:14]1[CH2:16][CH2:15]1)[CH:8]=[C:7]([C:17]([OH:19])=[O:18])[C:6]2=[O:20])#[N:13]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 153471917-Chloro-8-cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Product 1

HCID 19776631HCID 19776631, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3.05 g of the product from Example 1 and 2.5 ml of pyrrolidine are boiled in 50 ml of dioxane for 3 hours. The mixture is concentrated in vacuo and the residue is taken up in water. The mixture is rendered neutral with 1N HCl. The solid which has precipitated out is filtered off with suction, dried and stirred with acetonitrile. 1.8 g of the title compound with a melting point of 274°-276° C. are obtained.

Workup

  1. concentrationThe mixture is concentrated in vacuo
  2. customThe solid which has precipitated out
  3. filtrationis filtered off with suction
  4. customdried

Sources & evidence

ORD record
ord-e79b23fecc4f41228b877e44d6596b69
Source dataset
uspto-grants-1990_03
Patent number
US04908366

Reaction notes

Loading…