Triethylamine → 2-{[(1-{3-[(3,4,5-Trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)amino]carbonyl}phenyl acetate

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	2-Acetoxybenzoyl chloride	HCID 79668	—
Reactant	6-(1-aminoethyl)-N-(3,4,5-trimethoxyphenyl)-1,2,4-triazin-3-amine	HCID 53404429	—
Reactant	2-nitro-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamide	HCID 58711978	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	2-{[(1-{3-[(3,4,5-Trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)amino]carbonyl}phenyl acetate	HCID 58711977	95%

Reaction Steps

In a similar manner as described for Intermediate 10, 6-(1-aminoethyl)-N-(3,4,5-trimethoxyphenyl)-1,2,4-triazin-3-amine (Intermediate 9) (95 mg, 0.31 mmol), 2-(chlorocarbonyl)phenyl acetate (65 mg, 0.33 mmol), and triethylamine (0.050 mL, 0.36 mmol) in tetrahydrofuran (2 mL) gave 2-{[(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)amino]carbonyl}phenyl acetate (138 mg, 95%) as an off yellow solid. MS m/z 467 (M+1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07462614B2
Source dataset	uspto-grants-2008_12
ORD ID	ord-fcfdd35c50b44453911504636e7482aa
Source note	uspto-grants-2008_12