[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-[1,5]naphthyridin-2-yloxy)-ethyl]-piperidin-4-yl}-amide

HRID 2279320Notes

Reaction equation

HRID 2279320 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([O:12][CH3:13])=[CH:7][N:8]=2)[N:3]=1.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>>[CH3:13][O:12][C:6]1[CH:5]=[C:4]2[C:9]([CH:10]=[CH:11][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:3]2)=[N:8][CH:7]=1

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 714639622-Chloro-7-methoxy-1,5-naphthyridine

Product 1

HCID 468523827-chloro-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid {1-[2-(7-methoxy-[1,5]naphthyridin-2-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 2-chloro-7-methoxy-[1,5]naphthyridine, [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-abb7787ab55c4227bd2d5de1b0c52925
Source dataset
uspto-grants-2015_09
Patent number
US09133219B2

Reaction notes

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