Acetyl chloride → Cyclopropanecarboxamide, 1-amino-2-ethenyl-N-[(1-methylcyclopropyl)sulfonyl]-, hydrochloride (1:1), (1R,2S)-

Participants

Role	Name	HCID	Charge
Reactant	Acetyl chloride	HCID 6367	—
Reactant	tert-butyl [(1R,2S)-2-ethenyl-1-{[(1-methylcyclopropyl)sulfonyl]carbamoyl}cyclopropyl]carbamate	HCID 56605353	—
Solvent	Methanol	HCID 887	—
Product	Cyclopropanecarboxamide, 1-amino-2-ethenyl-N-[(1-methylcyclopropyl)sulfonyl]-, hydrochloride (1:1), (1R,2S)-	HCID 66650595	102%

Reaction Conditions

Temperature	50 °C

Reaction Steps

Compound 122 (51.5 g) was suspended in methanol (150 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 123 (42.4 g) as a white powder in 102% yield due to DCM.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08003659B2
Source dataset	uspto-grants-2011_08
ORD ID	ord-6848494d0b844cec8fd6be1e929d87e1
Source note	uspto-grants-2011_08