1-(2,2,2-trifluoroethyl)-1H-1,2,4-triazole → 8-bromo-2-[2-(2,2,2-trifluoro-ethyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-1,3a-diaza-benzo[e]azulene

Participants

Role	Name	HCID	Charge
Reactant	1-(2,2,2-trifluoroethyl)-1H-1,2,4-triazole	HCID 22473210	—
Reactant	9-Bromo-2-iodo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine	HCID 58204858	—
Product	8-bromo-2-[2-(2,2,2-trifluoro-ethyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-1,3a-diaza-benzo[e]azulene	HCID 67050672	10%

Reaction Steps

Following the procedure for 184, 9-bromo-2-iodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine and 1-(2,2,2-trifluoroethyl)-1H-1,2,4-triazole were reacted to give 9-bromo-2-(1-(2,2,2-trifluoroethyl)-1H-1,2,4-triazol-5-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine (0.109 g, 10%). 1H NMR (400 MHz, DMSO) δ 8.28 (t, J=21.9, 1H), 8.11 (t, J=7.9, 2H), 7.51-7.35 (m, 1H), 7.32 (d, J=2.0, 1H), 5.88 (q, J=8.8, 2H), 4.76-4.29 (m, 4H). MS (ESI(+)): m/z 413.9 (M+H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08785626B2
Source dataset	uspto-grants-2014_07
ORD ID	ord-612395a4363445c0971521a5e44094a6
Source note	uspto-grants-2014_07