3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carbaldehyde → 6-{[1-(6-methoxy-3,4-dihydro-2H-1-oxa-9-aza-phenanthren-3-ylmethyl)-piperidin-4-ylamino]-methyl}-4H-benzo[1,4]thiazin-3-one

HRID 633818Notes

Reaction equation

HRID 633818 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][C:11]1[O:10][CH2:9][CH:8]([CH2:17][N:18]3[CH2:23][CH2:22][CH:21]([NH2:24])[CH2:20][CH2:19]3)[CH2:7][C:6]2=1.[O:25]=[C:26]1[NH:31][C:30]2[CH:32]=[C:33]([CH:36]=O)[CH:34]=[CH:35][C:29]=2[S:28][CH2:27]1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][C:11]1[O:10][CH2:9][CH:8]([CH2:17][N:18]3[CH2:23][CH2:22][CH:21]([NH:24][CH2:36][C:33]4[CH:34]=[CH:35][C:29]5[S:28][CH2:27][C:26](=[O:25])[NH:31][C:30]=5[CH:32]=4)[CH2:20][CH2:19]3)[CH2:7][C:6]2=1

Participants

3

Reactant 2

HCID 109433483-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carbaldehydeHCID 867307021-(6-methoxy-3,4-dihydro-2H-1-oxa-9-aza-phenanthren-3-ylmethyl)-piperidin-4-ylamine

Product 1

HCID 867307036-{[1-(6-methoxy-3,4-dihydro-2H-1-oxa-9-aza-phenanthren-3-ylmethyl)-piperidin-4-ylamino]-methyl}-4H-benzo[1,4]thiazin-3-one

Procedure

The titled compound is prepared as an off-white lyophilized powder following Scheme 1 and in analogy to Example 18 using 1-(6-methoxy-3,4-dihydro-2H-1-oxa-9-aza-phenanthren-3-ylmethyl)-piperidin-4-ylamine and 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carbaldehyde as starting material.

Sources & evidence

ORD record
ord-968aca52afb74cd79ffe2da4b2f9d767
Source dataset
uspto-grants-2016_04
Patent number
US09321788B2

Reaction notes

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