[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-cyano-quinoxalin-2-yloxy)-ethyl]-piperidin-4-yl}-amide

HRID 1019976Notes

Reaction equation

HRID 1019976 reaction equation
Cl[C:2]1[CH:3]=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]#[N:13])=[CH:7][CH:6]=2.C(O[C:19](=[O:30])[NH:20][CH:21]1[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][OH:29])[CH2:23][CH2:22]1)(C)(C)C.[Cl:31][C:32]1[C:42](C(O)=O)=[CH:41][C:35]2[NH:36][C:37](=[O:40])[CH2:38][S:39][C:34]=2[CH:33]=1>>[C:12]([C:8]1[CH:9]=[C:10]2[C:5]([N:4]=[CH:3][C:2]([O:29][CH2:28][CH2:27][N:24]3[CH2:23][CH2:22][CH:21]([NH:20][C:19]([C:42]4[C:32]([Cl:31])=[CH:33][C:34]5[S:39][CH2:38][C:37](=[O:40])[NH:36][C:35]=5[CH:41]=4)=[O:30])[CH2:26][CH2:25]3)=[N:11]2)=[CH:6][CH:7]=1)#[N:13]

Participants

4

Reactant 3

HCID 45076484[1-(2-Hydroxy-ethyl)-piperidin-4-yl]-carbamic acid tert-butyl esterHCID 595606347-chloro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acidHCID 738939393-Chloroquinoxaline-6-carbonitrile

Product 1

HCID 667474067-chloro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid {1-[2-(7-cyano-quinoxalin-2-yloxy)-ethyl]-piperidin-4-yl}-amide

Procedure

The title compound is prepared as a yellow lyophilizated powder following Scheme 1 and in analogy to Example 1 using 3-chloro-quinoxaline-6-carbonitrile, [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-a8aa5072006f460390c80badeed87e06
Source dataset
uspto-grants-2014_05
Patent number
US08716280B2

Reaction notes

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