4-Hydroxypyrrolidine → HCID 13387921, compound

HRID 615336Notes

Reaction equation

HRID 615336 reaction equation
Cl[C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:17])[C:7]([C:14]([OH:16])=[O:15])=[CH:8][N:9]2[NH:12][CH3:13])=[CH:4][C:3]=1[F:18].[OH:19][CH:20]1[CH2:24][CH2:23][NH:22][CH2:21]1>N1C=CC=CC=1>[F:18][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:2]=1[N:22]1[CH2:23][CH2:24][CH:20]([OH:19])[CH2:21]1)[N:9]([NH:12][CH3:13])[CH:8]=[C:7]([C:14]([OH:16])=[O:15])[C:6]2=[O:17]

Participants

4

Reactant 2

HCID 982104-HydroxypyrrolidineHCID 30212917-Chloro-6-fluoro-1,4-dihydro-1-(methylamino)-4-oxoquinoline-3-carboxylic acid

Product 1

HCID 13387921HCID 13387921, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

6-Fluoro-1,4-dihydro-7-(3-hydroxy-1-pyrrolidinyl)-1-methylamino-4-oxo-3-quinolinecarboxylic acid [I; R=CH3NH, R"=H, Z=N=3-hydroxy-1-pyrrolidinyl] was prepared from 7.7 g of 7-chloro-6-fluoro-1,4-dihydro-1-methylamino-4-oxo-3-quinolinecarboxylic acid (Preparation 4A) and 9.75 g of 3-hydroxypyrrolidine in 30 ml of pyridine according to the procedure of Example 1. There was obtained 4.7 g of product as a yellow powder, m.p. 319°-321° C. (decompn.) when recrystallized from dimethylformamide.

Sources & evidence

ORD record
ord-3144b1f9b4a9468c8ce9264d9ccf4763
Source dataset
uspto-grants-1985_02
Patent number
US04499091

Reaction notes

Loading…