7-chloro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid → 7-chloro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid {1-[2-(6-methoxy-[1,5]naphthyridin-3-yloxy)-ethyl]-piperidin-4-yl}-amide

HRID 1019882Notes

Reaction equation

HRID 1019882 reaction equation
C([O:5][C:6](=O)[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][O:16][C:17]2[CH:18]=[N:19][C:20]3[C:25]([CH:26]=2)=[N:24][C:23]([O:27][CH3:28])=[CH:22][CH:21]=3)[CH2:10][CH2:9]1)(C)(C)C.[Cl:30][C:31]1[C:41](C(O)=O)=[CH:40][C:34]2[NH:35][C:36](=[O:39])[CH2:37][S:38][C:33]=2[CH:32]=1>>[CH3:28][O:27][C:23]1[N:24]=[C:25]2[C:20](=[CH:21][CH:22]=1)[N:19]=[CH:18][C:17]([O:16][CH2:15][CH2:14][N:11]1[CH2:12][CH2:13][CH:8]([NH:7][C:6]([C:41]3[C:31]([Cl:30])=[CH:32][C:33]4[S:38][CH2:37][C:36](=[O:39])[NH:35][C:34]=4[CH:40]=3)=[O:5])[CH2:9][CH2:10]1)=[CH:26]2

Participants

3

Reactant 2

HCID 595606347-chloro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acidHCID 66747260{1-[2-(6-Methoxy-[1,5]naphthyridin-3-yloxy)-ethyl]-piperidin-4-yl}-carbamic acid tert-butyl ester

Product 1

HCID 468522327-chloro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid {1-[2-(6-methoxy-[1,5]naphthyridin-3-yloxy)-ethyl]-piperidin-4-yl}-amide

Procedure

The title compound is prepared as an off-white lyophilizated powder following Scheme 1 and in analogy to Example 1 using {1-[2-(6-methoxy-[1,5]naphthyridin-3-yloxy)-ethyl]-piperidin-4-yl}-carbamic acid tert-butyl ester and 7-chloro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid as starting materials.

Sources & evidence

ORD record
ord-9dcab69b65244cb5bd5366f813e27e9f
Source dataset
uspto-grants-2014_05
Patent number
US08716280B2

Reaction notes

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