5-chloro-1-isopropyl-1H-[1,2,4]triazole → 9-Bromo-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-2H-6-oxa-1,2-diaza-benzo[e]azulene

HRID 1799888Notes

Reaction equation

HRID 1799888 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:14][CH2:13][CH2:12][C:11]3[C:7](=[N:8][NH:9][CH:10]=3)[C:6]=2[CH:15]=1.Cl[C:17]1[N:21]([CH:22]([CH3:24])[CH3:23])[N:20]=[CH:19][N:18]=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:14][CH2:13][CH2:12][C:11]3[C:7](=[N:8][N:9]([C:17]4[N:21]([CH:22]([CH3:24])[CH3:23])[N:20]=[CH:19][N:18]=4)[CH:10]=3)[C:6]=2[CH:15]=1

Participants

3

Reactant 2

HCID 541456465-chloro-1-isopropyl-1H-[1,2,4]triazoleHCID 178419296HCID 178419296, compound

Product 1

HCID 582044019-Bromo-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-2H-6-oxa-1,2-diaza-benzo[e]azuleneYield 59%

Procedure

9-Bromo-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-2H-6-oxa-1,2-diaza-benzo[e]azulene was prepared from 9-bromo-4,5-dihydro-2H-6-oxa-1,2-diaza-benzo[e]azulene (450 mg, 1.7 mmol) and 5-chloro-1-isopropyl-1H-[1,2,4]triazole (369 mg, 2.55 mmol) to give 9-Bromo-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-2H-6-oxa-1,2-diaza-benzo[e]azulene as a white solid (375 mg, 59%). LCMS RT=5.05 min M+H+=374/376

Sources & evidence

ORD record
ord-b38eea5d07134b18a725704c185017d8
Source dataset
uspto-grants-2013_01
Patent number
US08343955B2

Reaction notes

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