Citric Acid → HCID 73436957, compound

Participants

Role	Name	HCID	Charge
Reactant	Citric Acid	HCID 311	—
Reactant	1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide	HCID 15908	—
Reactant	1,8-Diazabicyclo(5.4.0)undec-7-ene	HCID 81184	—
Reactant	Cyclopropanesulfonamide	HCID 15765418	—
Reactant	HCID 68408720	HCID 68408720	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 73436957	HCID 73436957	36%

Reaction Steps

The acid (130) (70 mg, 0.111 mmol) was dissolved in DCM (2 ml). EDAC (26 mg, 0.133 mmol) was added and the mixture was stirred at room temperature over night. Cyclopropanesulfonic acid amide (15 mg, 0.122 mmol) and DBU (35 μl, 0.233 mmol) was added and the reaction mixture was stirred at room temperature over night. 5% Citric acid was added to the reaction mixture, and the mixture was extracted with brine, dried over Na2SO4 and purified by column chromatography (DCM/MeOH 20:1) to give the title compound (29 mg, 36%). MS (M+H)=733

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07659245B2
Source dataset	uspto-grants-2010_02
ORD ID	ord-882043701a454a3a9ff1d91f3b7a26c0
Source note	uspto-grants-2010_02