Benzyl 4-hydrazinylpiperidine-1-carboxylate → 8-bromo-2-(2-piperidin-4-yl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene
Reaction equation
C[N:2](C)/[CH:3]=[N:4]\[C:5]([C:7]1[S:8][C:9]2[CH2:10][CH2:11][O:12][C:13]3[CH:20]=[C:19]([Br:21])[CH:18]=[CH:17][C:14]=3[C:15]=2[N:16]=1)=O.C(OC([N:33]1[CH2:38][CH2:37][CH:36]([NH:39]N)[CH2:35][CH2:34]1)=O)C1C=CC=CC=1>>[Br:21][C:19]1[CH:18]=[CH:17][C:14]2[C:15]3[N:16]=[C:7]([C:5]4[N:39]([CH:36]5[CH2:37][CH2:38][NH:33][CH2:34][CH2:35]5)[N:2]=[CH:3][N:4]=4)[S:8][C:9]=3[CH2:10][CH2:11][O:12][C:13]=2[CH:20]=1Participants
3
Procedure
8-Bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid 1-dimethylamino-meth-(Z)-ylideneamide was reacted with 4-Hydrazino-piperidine-1-carboxylic acid benzyl ester to give 8-bromo-2-(2-piperidin-4-yl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene. MS(ESI+) 432.0/434.0.
Sources & evidence
- ORD record
- ord-7a82b210b81a405e8a3293572fc61149
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08952043B2
Reaction notes
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