1,2-Dichloroethane → HCID 10606626, compound

Participants

Role	Name	HCID	Charge
Reactant	1,2-Dichloroethane	HCID 11	—
Reactant	Aniline	HCID 6115	—
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-	HCID 85083	—
Solvent	Dichloromethane	HCID 6344	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	HCID 10606626	HCID 10606626	—

Reaction Steps

To a mixture of N-Boc-L-proline (1.0 g, 4.65 mmol), aniline (0.433 g. 4.65 mmol), and HOBT (0.753 g, 5.58 mmol) in 10 mL of CH2Cl2 was added EDC (1.07 g, 5.58 mmol) and the solution was stirred overnight. To the solution was added 70 mL of EtOAc and washed with 50 mL 3N HCl, 50 mL water, 50 mL NaHCO3 (sat.), 50 mL 10% K2CO3, and 50 mL brine. The organic layer was then dried over MgSO4, filtered and concentrated under reduced pressure to give a white solid (1.2 g. 89%. ES (+) MS m/e=291 (M+H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06403792B1
Source dataset	uspto-grants-2002_06
ORD ID	ord-21175929c880421db951b670a2d4eb69
Source note	uspto-grants-2002_06