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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374945Generated: October 30, 2026

N-(3-Bromophenyl)acetamide → HCID 11224063, compound

https://huagongshe.com/reaction/2374945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(3-Bromophenyl)acetamideHCID 12123—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantSodium t-butoxideHCID 23676156—
Reactant2-Amino-5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazinHCID 58712001—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11224063HCID 1122406328.7%

Reaction Steps

In a similar manner as described for Example 41, 5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (Intermediate 45) (0.025 g, 0.09 mmol), N-(3-bromophenyl)acetamide (0.018 g, 0.09 mmol), Pd2(dba)3 (0.008 g, 0.01 mmol), 2-(Di-t-butylphosphino)biphenyl (0.008 g, 0.03 mmol), and NaOtBu (0.011 g, 0.11 mmol) in 1,4-dioxane (1 mL) gave N-[3-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)phenyl]acetamide (0.011 g) as a yellow solid. 1H NMR (DMSO-d6): δ9.94 (s, 1H), 9.87 (s, 1H), 9.31 (s, 1H), 8.81 (s, 1H), 8.71 (d, J=8.8 Hz, 1H), 7.87 (s, 1H), 7.83-7.72 (m, 2H), 7.59-7.54 (m, 1H), 7.28-7.20 (m, 2H), 2.56 (s, 3H), 2.04 (s, 3H). MS m/z 427 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462614B2
Source datasetuspto-grants-2008_12
ORD IDord-7bc52073fb064dcb88b82e0e19089033
Source noteuspto-grants-2008_12