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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374943Generated: October 30, 2026

4-Bromobenzenesulfonamide → HCID 11385337, compound

https://huagongshe.com/reaction/2374943

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromobenzenesulfonamideHCID 69696—
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 11385337HCID 1138533719.8%

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), 4-bromobenzenesulfonamide (0.020 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 4-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)benzenesulfonamide (0.008 g) as a yellow solid. 1H NMR (Acetone-d6): δ9.24 (bs, 1H), 9.21 (s, 1H), 8.93 (s, 1H), 8.80-8.75 (m, 1H), 8.05-8.00 (m, 2H), 7.95-7.90 (m, 2H), 7.88-7.82 (m, 2H), 6.53 (bs, 2H), 2.61 (s, 3H). MS m/z 449 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462614B2
Source datasetuspto-grants-2008_12
ORD IDord-8f15ada5a9a948ffae0e052c9df8ecdb
Source noteuspto-grants-2008_12