3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid → 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid [1-(6-methoxy-3,4-dihydro-2H-1-oxa-9-aza-phenanthrene-3-yl)-1H-pyrazol-4-yl]-amide

HRID 1422909Notes

Reaction equation

HRID 1422909 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]([N:17]3[CH:21]=[C:20]([NH2:22])[CH:19]=[N:18]3)[CH2:7][C:6]2=1.[O:23]=[C:24]1[NH:29][C:28]2[CH:30]=[C:31]([C:34](O)=[O:35])[CH:32]=[CH:33][C:27]=2[S:26][CH2:25]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]([N:17]3[CH:21]=[C:20]([NH:22][C:34]([C:31]4[CH:32]=[CH:33][C:27]5[S:26][CH2:25][C:24](=[O:23])[NH:29][C:28]=5[CH:30]=4)=[O:35])[CH:19]=[N:18]3)[CH2:7][C:6]2=1

Participants

3

Reactant 2

HCID 7609933-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acidHCID 683150461-(6-methoxy-3,4-dihydro-2H-1-oxa-9-aza-phenanthren-3-yl)-1H-pyrazol-4-ylamine

Product 1

HCID 532460153-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid [1-(6-methoxy-3,4-dihydro-2H-1-oxa-9-aza-phenanthrene-3-yl)-1H-pyrazol-4-yl]-amide

Procedure

The titled compound is prepared as a white solid (95 mg, 58% yield) following Scheme 3 and in analogy to Example 1 using 1-(6-methoxy-3,4-dihydro-2H-1-oxa-9-aza-phenanthrene-3-yl)-1H-pyrazol-4-ylamine (100 mg, 0.34 mmol, 1.0 eq) and 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid (85 mg, 0.40 mmol, 1.2 eq) as starting materials.

Sources & evidence

ORD record
ord-7e0c035c9ebb41f0bb45be965a204251
Source dataset
uspto-grants-2015_01
Patent number
US08927541B2

Reaction notes

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