1,2-Dichloroethane → HCID 58149347, compound

Participants

Role	Name	HCID	Charge
Reactant	1,2-Dichloroethane	HCID 11	—
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	4-(Methylamino)adamantan-1-ol	HCID 3721480	—
Reactant	HCID 18544082	HCID 18544082	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 58149347	HCID 58149347	39.1%

Reaction Conditions

Temperature	20 °C

Reaction Steps

3-Cyclohexylmethoxy-benzoic acid (300 mg, 1.3 mmol), HOBT (294 mg, 1.9 mmol), EDC (245 mg, 1.3 mmol), and 1-hydroxy-4-methylaminoadamantane (232 mg, 1.28 mmol) were suspended in DMF (2.5 ml) before DIPEA (0.44 ml, 2.6 mmol) was added. The reaction mixture was stirred at 20° C. overnight. The reaction mixture was purified directly by Preparative HPLC to give 199 mg of the title compound as a mixture of two isomers.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08907096B2
Source dataset	uspto-grants-2014_12
ORD ID	ord-7214be1702fc4b88b3b502f688399be1
Source note	uspto-grants-2014_12