3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid → 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid {1-[2-(7-methoxy-quinoxalin-2-ylsulfanyl)-3-morpholin-4-yl-propyl]-piperidin-4-yl}-amide

HRID 1019955

Reaction equation

HRID 1019955 reaction equation
Cl[C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][C:6]([O:12][CH3:13])=[CH:7][CH:8]=2)[N:3]=1.C(O[C:19](=[O:37])[NH:20][CH:21]1[CH2:26][CH2:25][N:24]([CH2:27][CH:28]([SH:36])[CH2:29][N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)[CH2:23][CH2:22]1)(C)(C)C.[O:38]=[C:39]1[NH:44][C:43]2[CH:45]=[C:46](C(O)=O)[CH:47]=[CH:48][C:42]=2[S:41][CH2:40]1>>[CH3:13][O:12][C:6]1[CH:5]=[C:4]2[C:9]([N:10]=[CH:11][C:2]([S:36][CH:28]([CH2:29][N:30]3[CH2:31][CH2:32][O:33][CH2:34][CH2:35]3)[CH2:27][N:24]3[CH2:23][CH2:22][CH:21]([NH:20][C:19]([C:46]4[CH:47]=[CH:48][C:42]5[S:41][CH2:40][C:39](=[O:38])[NH:44][C:43]=5[CH:45]=4)=[O:37])[CH2:26][CH2:25]3)=[N:3]2)=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 7609933-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acidHCID 126864152-Chloro-7-methoxyquinoxalineHCID 86662007[1-(2-Mercapto-3-morpholin-4-yl-propyl)-piperidin-4-yl]-carbamic acid tert-butyl ester

Product 1

HCID 667464073-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid {1-[2-(7-methoxy-quinoxalin-2-ylsulfanyl)-3-morpholin-4-yl-propyl]-piperidin-4-yl}-amide

Procedure

The title compound is prepared as a light brown lyophilizated powder following Scheme 3 and in analogy to Example 1 using 2-chloro-7-methoxy-quinoxaline, [1-(2-mercapto-3-morpholin-4-yl-propyl)-piperidin-4-yl]-carbamic acid tert-butyl ester and 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid as starting materials.

Sources & evidence

ORD record
ord-33443e5395c74e6aae6bd79d32fd3e2f
Source dataset
uspto-grants-2014_05
Patent number
US08716280B2

Linked notes

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