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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1829914Generated: October 31, 2026

Sodium Bicarbonate → [4-(3-Fluoro-benzyloxy)-phenyl]-(5-methyl-pyrrolo[2,1-f][1,2,4]triazin-4-yl)-amine

https://huagongshe.com/reaction/1829914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant4-Chloro-5-methylpyrrolo(2,1-f)(1,2,4)triazineHCID 21874227—
Reactant4-(3-Fluoro-benzyloxy)-phenylamine hydrochlorideHCID 22055258—
SolventAcetonitrileHCID 6342—
Product[4-(3-Fluoro-benzyloxy)-phenyl]-(5-methyl-pyrrolo[2,1-f][1,2,4]triazin-4-yl)-amineHCID 2205528737%

Reaction Steps

A solution of 4-chloro-5-methyl-pyrrolo[2,1-f][1,2,4]triazine (47 mg, 0.281 mmol) (Ref. WO 03/042172 A2) and 4-(3-fluoro-benzyloxy)-phenylamine hydrochloride (70 mg, 0.299 mmol) and NaHCO3 (600 mg, 7.14 mmol) in dry acetonitrile (2 ml) was heated at 80° C. for 8 hr. Filtration followed by removal of the solvent from the filtrate and purification by preparative HPLC afforded the title product (35 mg, 37%) as an oil. Analytical HPLC retention time=1.41 min. (YMC Xterra S7 C18, 3.0×50 mm column, 10–90% aqueous methanol over 2 minutes containing 0.1% TFA, 5 mL/min, monitoring at 220 nm) and a LC/MS M++1=331.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07064203B2
Source datasetuspto-grants-2006_06
ORD IDord-17bf6568219b4b42a2ab63d708ebdc02
Source noteuspto-grants-2006_06