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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583355Generated: October 26, 2026

Octylmethylamine → 2-[(4-Methoxy-benzenesulfonyl)-methyl-amino]-3-methyl-5-[2-(methyl-octyl-carbamoyl)-vinyl]-benzoic acid methyl ester

https://huagongshe.com/reaction/583355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOctylmethylamineHCID 75538—
Reactant5-(2-Carboxy-vinyl)-2-[(4-methoxy-benzenesulfonyl)-methyl-amino]-3-methyl-benzoic acid methyl esterHCID 70055195—
SolventTetrahydrofuranHCID 8028—
Product2-[(4-Methoxy-benzenesulfonyl)-methyl-amino]-3-methyl-5-[2-(methyl-octyl-carbamoyl)-vinyl]-benzoic acid methyl esterHCID 7005375584%

Reaction Steps

A mixture of 182.6 mg (0.43 mmol) of the product of Example 204, 183 mg of molecular sieves and 105.8 mg (0.65 mmol) of 1,1'-dicyclohexylcarbodiimidazole in 4 ml THF was stirred for 1 h under nitrogen. A solution of N-methyloctylamine in 0.5 ml THF was then added to the reaction and the mixture was stirred for 18 hr at room temperature. The resulting mixture was filtered and the filtrate was diluted with ethyl acetate, washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was chromatographed on silica gel eluting with EtOAc/Hexane (1:1) to provide 200 mg (84%) of the desired product as a colorless oil. Electrospray Mass Spec 545(M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929097
Source datasetuspto-grants-1999_07
ORD IDord-925866f7b42b4849b1ffa781ad5ca878
Source noteuspto-grants-1999_07