3-(Dimethylamino)pyrrolidine → 7-(3-Dimethylamino-1-pyrrolidinyl)-6-fluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

HRID 851099Notes

Reaction equation

HRID 851099 reaction equation
C(S([C:6]1[N:15]=[C:14]2[C:9]([C:10](=[O:24])[C:11]([C:19]([O:21]CC)=[O:20])=[CH:12][N:13]2[CH2:16][CH2:17][F:18])=[CH:8][C:7]=1[F:25])(=O)=O)C.[CH3:26][N:27]([CH3:33])[CH:28]1[CH2:32][CH2:31][NH:30][CH2:29]1>>[CH3:26][N:27]([CH3:33])[CH:28]1[CH2:32][CH2:31][N:30]([C:6]2[N:15]=[C:14]3[C:9]([C:10](=[O:24])[C:11]([C:19]([OH:21])=[O:20])=[CH:12][N:13]3[CH2:16][CH2:17][F:18])=[CH:8][C:7]=2[F:25])[CH2:29]1

Participants

3

Reactant 2

HCID 27585193-(Dimethylamino)pyrrolidineHCID 13135049Ethyl 7-ethylsulfonyl-6-fluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

Product 1

HCID 131350557-(3-Dimethylamino-1-pyrrolidinyl)-6-fluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Procedure

The same reaction as in Example 4 was carried out using ethyl 7-ethylsulfonyl-6-fluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate and 3-dimethylaminopyrrolidine as starting materials. There was obtained the compound 5, m.p. 247°-249° C.

Workup

  1. customThe same reaction as in Example 4

Sources & evidence

ORD record
ord-4e9bf275d4314a2c8ec625d4388cf682
Source dataset
uspto-grants-1983_05
Patent number
US04382937

Reaction notes

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