1-Hydroxybenzotriazole → HCID 59331445, compound

Participants

Role	Name	HCID	Charge
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	Methanamine, N-methoxy-, hydrochloride (1:1)	HCID 81138	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	(2E)-2-[4-(Cyclopropanesulfonyl)phenyl]-3-(oxan-4-yl)prop-2-enoic acid	HCID 56971691	—
Solvent	Dimethylformamide	HCID 6228	—
Solvent	Triethylamine	HCID 8471	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	HCID 59331445	HCID 59331445	101.9%

Reaction Steps

To a solution of N-methoxymethanamine hydrochloride (350 mg) in N,N-dimethylformamide (10 mL) was added triethylamine (500 μL), and the mixture was stirred at room temperature for 30 min. (2E)-2-[4-(Cyclopropylsulfonyl)phenyl]-3-(tetrahydro-2H-pyran-4-yl)propan-2-enoic acid (1.00 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (860 mg) and 1-hydroxybenzotriazole (600 mg) were added to the reaction mixture under ice-cooling, and the mixture was stirred at room temperature for 4 hr. The reaction mixture was diluted with ethyl acetate, washed with 1M hydrochloric acid, saturated aqueous sodium hydrogen carbonate and saturated brine, dried (MgSO4) and concentrated to give a crude product (1.15 g) of the title compound as colorless crystals. MS: 380 (MH+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08318746B2
Source dataset	uspto-grants-2012_11
ORD ID	ord-eed18930cd724a909275d17606da7002
Source note	uspto-grants-2012_11