Trifluoroacetic acid → HCID 67213375, compound

https://huagongshe.com/reaction/1949635

Participants

Role	Name	HCID	Charge
Reactant	Trifluoroacetic acid	HCID 6422	—
Reactant	4-(2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-3-(6-fluoro-1H-indol-3-yl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid methyl ester	HCID 67409757	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 67213375	HCID 67213375	92.5%

Reaction Conditions

Temperature	0 °C

Reaction Steps

A solution containing 50 (226 mg, 0.42 mmol) in DCM (5 mL) was cooled to 0° C. TFA (2 mL) was added and the reaction mixture was warmed to ambient temperature. After 90 min, the reaction mixture was concentrated in vacuo. The residue was dissolved in EtOAc and the resultant organic solution was washed successively with saturated aqueous NaHCO3 and brine, dried over anhydrous Na2SO4, filtered, and concentrated to afford 172 mg of 51 as an off-white-colored foam which was used without further purification. Mass spectrum, m/z [443.3] (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08399683B2
Source dataset	uspto-grants-2013_03
ORD ID	ord-646ce657b9024534bca6cbfbd416f4a9
Source note	uspto-grants-2013_03