1-[2-(7-Methoxy-quinoxalin-2-ylsulfanyl)-ethyl]-piperidin-4-ylamine → 7-chloro-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid {1-[2-(7-methoxy-quinoxalin-2-ylsulfanyl)-ethyl]-piperidin-4-yl}-amide

HRID 2279359Notes

Reaction equation

HRID 2279359 reaction equation
[Cl:1][C:2]1[C:11]([C:12]([OH:14])=O)=[CH:10][C:5]2[NH:6][CH2:7][CH2:8][S:9][C:4]=2[CH:3]=1.[CH3:15][O:16][C:17]1[CH:26]=[C:25]2[C:20]([N:21]=[CH:22][C:23]([S:27][CH2:28][CH2:29][N:30]3[CH2:35][CH2:34][CH:33]([NH2:36])[CH2:32][CH2:31]3)=[N:24]2)=[CH:19][CH:18]=1>>[CH3:15][O:16][C:17]1[CH:26]=[C:25]2[C:20]([N:21]=[CH:22][C:23]([S:27][CH2:28][CH2:29][N:30]3[CH2:31][CH2:32][CH:33]([NH:36][C:12]([C:11]4[C:2]([Cl:1])=[CH:3][C:4]5[S:9][CH2:8][CH2:7][NH:6][C:5]=5[CH:10]=4)=[O:14])[CH2:34][CH2:35]3)=[N:24]2)=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 667465301-[2-(7-Methoxy-quinoxalin-2-ylsulfanyl)-ethyl]-piperidin-4-ylamineHCID 667474747-chloro-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid

Product 1

HCID 468528487-chloro-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid {1-[2-(7-methoxy-quinoxalin-2-ylsulfanyl)-ethyl]-piperidin-4-yl}-amide

Procedure

The title compound is prepared as an off-white solid (37 mg, 51% yield) following Scheme 3 and in analogy to Example 35 using 7-chloro-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid (29 mg, 0.12 mmol 1.0 eq) and 1-[2-(7-methoxy-quinoxalin-2-ylsulfanyl)-ethyl]-piperidin-4-ylamine as starting materials.

Sources & evidence

ORD record
ord-8bd873bc4731452cb4bd1a8e0ff49fdf
Source dataset
uspto-grants-2015_09
Patent number
US09133219B2

Reaction notes

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