Methanesulfonohydrazide → N-[(E)-1-[3-(quinolin-6-ylmethyl)triazolo[4,5-b]pyrazin-5-yl]ethylideneamino]methanesulfonamide

HRID 456130Notes

Reaction equation

HRID 456130 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][N:12]3[C:16]4=[N:17][C:18]([C:21](=O)[CH3:22])=[CH:19][N:20]=[C:15]4[N:14]=[N:13]3)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH3:24][S:25]([NH:28][NH2:29])(=[O:27])=[O:26]>>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][N:12]3[C:16]4=[N:17][C:18](/[C:21](=[N:29]/[NH:28][S:25]([CH3:24])(=[O:27])=[O:26])/[CH3:22])=[CH:19][N:20]=[C:15]4[N:14]=[N:13]3)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 269268MethanesulfonohydrazideHCID 593418021-(1-(Quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone

Product 1

HCID 71699915N-[(E)-1-[3-(quinolin-6-ylmethyl)triazolo[4,5-b]pyrazin-5-yl]ethylideneamino]methanesulfonamide

Procedure

The title compound was prepared in analogy to the synthesis of example 52 from 1-(1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone and methanesulfono-hydrazide. 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.45 (s, 1H), 8.89 (m, 1H), 8.36 (d, 1H), 7.82 (m, 2H), 7.85 (dd, 1H), 7.53 (dd, 1H), 6.21 (s, 2H), 3.20 (s, 3H), 2.35 (s, 3H)). LCMS (method B): [MH]+=446, tR=1.37 min.

Sources & evidence

ORD record
ord-044b153931854c7f993147fe03e3e8f5
Source dataset
uspto-grants-2013_07
Patent number
US08497368B2

Reaction notes

Loading…