n-methylhydrazinecarboxamide → 1-methyl-3-[(E)-1-[3-(quinolin-6-ylmethyl)triazolo[4,5-b]pyrazin-5-yl]ethylideneamino]urea
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]([NH:28][NH2:29])=[O:27]>>[CH3:24][NH:25][C:26]([NH:28]/[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-methylhydrazine-carboxamide. 1H-NMR (400 MHz, DMSO-d6) δ ppm 10.04 (s, 1H), 9.88 (s, 1H), 8.89 (m, 1H), 8.36 (d, 1H), 8.02 (m, 2H), 7.82 (d, 1H), 7.52 (dd, 1H), 7.45 (m, 1H), 6.17 (s, 2H), 2.74 (d, 3H), 2.31 (s, 3H). LCMS (method B): [MH]+=376, tR=2.95 min.
Sources & evidence
- ORD record
- ord-a80e42a952da457cbb8789c4534aa249
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08497368B2
Reaction notes
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