[1-(2-Hydroxy-ethyl)-piperidin-4-yl]-carbamic acid tert-butyl ester → 7-chloro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid {1-[2-(7-methoxy-3-methyl-quinoxalin-2-yloxy)-ethyl]-piperidin-4-yl}-amide

HRID 1422800Notes

Reaction equation

HRID 1422800 reaction equation
Cl[C:2]1[C:3]([CH3:14])=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([O:12][CH3:13])=[CH:7][CH:6]=2.C(O[C:20](=[O:31])[NH:21][CH:22]1[CH2:27][CH2:26][N:25]([CH2:28][CH2:29][OH:30])[CH2:24][CH2:23]1)(C)(C)C.[Cl:32][C:33]1[C:43](C(O)=O)=[CH:42][C:36]2[NH:37][C:38](=[O:41])[CH2:39][S:40][C:35]=2[CH:34]=1>>[CH3:13][O:12][C:8]1[CH:9]=[C:10]2[C:5]([N:4]=[C:3]([CH3:14])[C:2]([O:30][CH2:29][CH2:28][N:25]3[CH2:24][CH2:23][CH:22]([NH:21][C:20]([C:43]4[C:33]([Cl:32])=[CH:34][C:35]5[S:40][CH2:39][C:38](=[O:41])[NH:37][C:36]=5[CH:42]=4)=[O:31])[CH2:27][CH2:26]3)=[N:11]2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 45076484[1-(2-Hydroxy-ethyl)-piperidin-4-yl]-carbamic acid tert-butyl esterHCID 467413403-Chloro-6-methoxy-2-methylquinoxalineHCID 595606347-chloro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid

Product 1

HCID 667473597-chloro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid {1-[2-(7-methoxy-3-methyl-quinoxalin-2-yloxy)-ethyl]-piperidin-4-yl}-amide

Procedure

The title compound is prepared as a light yellow lyophilizated powder following Scheme 1 and in analogy to Example 1 using 3-chloro-6-methoxy-2-methyl-quinoxaline, [1-(2-hydroxy-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-640a1f3b0dc84f01975308b3b9aa20cf
Source dataset
uspto-grants-2015_01
Patent number
US08927542B2

Reaction notes

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