Ethyl 7-chloro-4-oxo-1-(thiazol-2-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylate → 1,4-Dihydro-7-(trans-3-methylamino-4-methylthio-1-pyrrolidinyl)-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic acid ethyl ester

HRID 398850Notes

Reaction equation

HRID 398850 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[N:10][C:11](Cl)=[CH:12][CH:13]=2)[N:8]([C:18]2[S:19][CH:20]=[CH:21][N:22]=2)[CH:7]=1)=[O:5])[CH3:2].[CH3:23][NH:24][C@H:25]1[C@H:29]([S:30][CH3:31])[CH2:28][NH:27][CH2:26]1>>[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[N:10][C:11]([N:27]3[CH2:28][C@@H:29]([S:30][CH3:31])[C@H:25]([NH:24][CH3:23])[CH2:26]3)=[CH:12][CH:13]=2)[N:8]([C:18]2[S:19][CH:20]=[CH:21][N:22]=2)[CH:7]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 46928270Ethyl 7-chloro-4-oxo-1-(thiazol-2-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylateHCID 55299422trans-3-Methylamino-4-methylthiopyrrolidine

Product 1

HCID 702025841,4-Dihydro-7-(trans-3-methylamino-4-methylthio-1-pyrrolidinyl)-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic acid ethyl ester

Procedure

With use of 7-chloro-1,4-dihydro-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic acid ethyl ester obtained in Example A-1 (4) and trans-3-methylamino-4-methylthiopyrrolidine, there was obtained 1,4-dihydro-7-(trans-3-methylamino-4-methylthio-1-pyrrolidinyl)-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic acid ethyl ester in the same manner as in Example C-1 (1).

Sources & evidence

ORD record
ord-3f8ff3b8851e46e9a11cdcc25e35f79d
Source dataset
uspto-grants-1998_10
Patent number
US05817669

Reaction notes

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