N,1-Dimethylhydrazine-1-carboxamide → 1,3-dimethyl-1-[(E)-1-[3-(quinolin-6-ylmethyl)triazolo[4,5-b]pyrazin-5-yl]ethylideneamino]urea

HRID 456133

Reaction equation

HRID 456133 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][NH:25][C:26]([N:28]([CH3:30])[NH2:29])=[O:27]>>[CH3:24][NH:25][C:26]([N:28]([CH3:30])/[N:29]=[C:21](/[C:18]1[N:17]=[C:16]2[N:12]([CH2:11][C:7]3[CH:6]=[C:5]4[C:10](=[CH:9][CH:8]=3)[N:1]=[CH:2][CH:3]=[CH:4]4)[N:13]=[N:14][C:15]2=[N:20][CH:19]=1)\[CH3:22])=[O:27]

Participants

3

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 N,1-dimethyl-hydrazinecarboxamide. 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.73 (s, 1H), 8.89 (m, 1H), 8.36 (dd, 1H), 8.03 (s, 1H), 8.00 (d, 1H), 7.53 (dd, 1H), 7.19 (m, 1H), 6.21 (s, 2H), 3.31 (s, 3H), 2.72 (d, 3H), 2.49 (d, 3H). LCMS (method B): [MH]+=390, tR=1.99 min.

Sources & evidence

ORD record
ord-2a9ea274b39a4522b50d812b5d0d152d
Source dataset
uspto-grants-2013_07
Patent number
US08497368B2

Linked notes

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