2,2,2-Trifluoroethylhydrazine → 9-Bromo-2-[2-(2,2,2-trifluoro-ethyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-1,10b-diaza-benzo[e]azulene

HRID 886076Notes

Reaction equation

HRID 886076 reaction equation
BrC1C=CC2OCCC3N(N=C(C4N(C(C)C)N=CN=4)C=3)C=2C=1.C[N:25](C)[CH:26]=[N:27][C:28]([C:30]1[CH:31]=[C:32]2[N:38]([N:39]=1)[C:37]1[CH:40]=[C:41]([Br:44])[CH:42]=[CH:43][C:36]=1[O:35][CH2:34][CH2:33]2)=O.[F:46][C:47]([F:52])([F:51])[CH2:48][NH:49]N>>[Br:44][C:41]1[CH:42]=[CH:43][C:36]2[O:35][CH2:34][CH2:33][C:32]3[N:38]([N:39]=[C:30]([C:28]4[N:49]([CH2:48][C:47]([F:52])([F:51])[F:46])[N:25]=[CH:26][N:27]=4)[CH:31]=3)[C:37]=2[CH:40]=1

Participants

4

Reactant 3

HCID 787402,2,2-TrifluoroethylhydrazineHCID 582044179-Bromo-4,5-dihydro-6-oxa-1,10b-diaza-benzo[e]azulene-2-carboxylic acid 1-dimethylaminomethylideneamideHCID 582047309-Bromo-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,10b-diaza-benzo[e]azulene

Product 1

HCID 582049899-Bromo-2-[2-(2,2,2-trifluoro-ethyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-1,10b-diaza-benzo[e]azulene

Procedure

Following the procedure for 9-bromo-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,10b-diaza-benzo[e]azulene, 9-bromo-4,5-dihydro-6-oxa-1,10b-diaza-benzo[e]azulene-2-carboxylic acid 1-dimethylaminomethylideneamide was reacted with trifluoroethyl hydrazine (70% aqueous) to give 9-Bromo-2-[2-(2,2,2-trifluoro-ethyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-1,10b-diaza-benzo[e]azulene as a white solid. LCMS RT=4.49 min, M+H+=414/416.

Sources & evidence

ORD record
ord-e7e78ae395564966ae317cd3c0e6ee0c
Source dataset
uspto-grants-2012_08
Patent number
US08242104B2

Reaction notes

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