Acetyl chloride → (1R,2S)-1-amino-N-(cyclopropylsulfonyl)-2-vinylcyclopropanecarboxamide hydrochloride

https://huagongshe.com/reaction/420089

Participants

Role	Name	HCID	Charge
Reactant	Acetyl chloride	HCID 6367	—
Reactant	Carbamic acid, N-[(1R,2S)-1-[[(cyclopropylsulfonyl)amino]carbonyl]-2-ethenylcyclopropyl]-, 1,1-dimethylethyl ester	HCID 45480526	—
Solvent	Methanol	HCID 887	—
Product	(1R,2S)-1-amino-N-(cyclopropylsulfonyl)-2-vinylcyclopropanecarboxamide hydrochloride	HCID 23595124	103%

Reaction Conditions

Temperature	50 °C

Reaction Steps

Compound 130 (1 g) was suspended in methanol (2.5 mL). A solution of acetyl chloride (3 eq.) in methanol was added to the suspension. The reaction mixture was heated at 50° C. for 3 hrs. The reaction mixture was concentrated at 45-50° C. and co-evaporated with DCM to give compound 131 (833 mg) as a white foam in 103% yield due to DCM.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08093379B2
Source dataset	uspto-grants-2012_01
ORD ID	ord-991e0f923a4c474683a6a7ad6e8c7366
Source note	uspto-grants-2012_01