Triethylamine → [3-(2-Methanesulfonylamino-ethyl)-phenyl]-acetic acid tert-butyl ester

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	Methanesulfonyl chloride	HCID 31297	—
Reactant	[2-(2-Amino-ethyl)-phenyl]-acetic acid tert-butyl ester	HCID 54411372	—
Solvent	Dichloromethane	HCID 6344	—
Product	[3-(2-Methanesulfonylamino-ethyl)-phenyl]-acetic acid tert-butyl ester	HCID 54170234	95.1%

Reaction Conditions

Temperature	0 °C

Reaction Steps

A mixture of [2-(2-amino-ethyl)-phenyl]-acetic acid tert-butyl ester (422.5 mg, 1.795 mmol), triethylamine (908 mg, 8.977 mmol), and methanesulfonyl chloride (226.2 mg, 1.975 mmol) in CH2Cl2 (20 mL) was combined and stirred at 0° C. for 18 h. The organic solution was washed consecutively with dilute HCl, water, saturated NaHCO3, and brine. The organic solution was dried over MgSO4, filtered, and concentrated to provide the title sulfonamide (535 mg). MS 331 (M+18).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06649657B2
Source dataset	uspto-grants-2003_11
ORD ID	ord-1440833aa69c43d2a39d79ad6eb68ab2
Source note	uspto-grants-2003_11