Ammonia → N-(7-Aminomethyl-1-methyl-2,2-dioxo-1,2,3,4-tetrahydro-2lambda6-benzo[c][1,2]thiazin-4-yl)-3-(naphthalen-2-yl-sulfonylamino)-3-phenyl-propionamide

HRID 32089Notes

Reaction equation

HRID 32089 reaction equation
O[CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:11]([NH:12][C:13](=[O:36])[CH2:14][CH:15]([NH:22][S:23]([C:26]3[CH:35]=[CH:34][C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH:27]=3)(=[O:25])=[O:24])[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:10][S:9](=[O:38])(=[O:37])[N:8]([CH3:39])[C:7]=2[CH:40]=1.S([O-])(=O)(=O)C.[NH3:46]>>[NH2:46][CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:11]([NH:12][C:13](=[O:36])[CH2:14][CH:15]([NH:22][S:23]([C:26]3[CH:35]=[CH:34][C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH:27]=3)(=[O:24])=[O:25])[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:10][S:9](=[O:37])(=[O:38])[N:8]([CH3:39])[C:7]=2[CH:40]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 85257MethanesulfonateHCID 68926983HCID 68926983, compound

Product 1

HCID 68925944N-(7-Aminomethyl-1-methyl-2,2-dioxo-1,2,3,4-tetrahydro-2lambda6-benzo[c][1,2]thiazin-4-yl)-3-(naphthalen-2-yl-sulfonylamino)-3-phenyl-propionamide

Procedure

The title compound was prepared from N-(7-hydroxymethyl-1-methyl-2,2-dioxo-1,2,3,4-tetrahydro-2λ6-benzo[c][1,2]thiazin-4-yl)-3-(naphthalen-2-yl-sulfonylamino)-3-phenyl-propionamide (Example 12, Step E) via its mesylate and addition of NH3 by a method similar to that described in Example 12, Step E. MS (+ESI, m/z): 579 (M+H)+.

Sources & evidence

ORD record
ord-bfb3f2da9da944e8a4325ec4b2d73c28
Source dataset
uspto-grants-2008_09
Patent number
US07425631B2

Reaction notes

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