Cyclohexylamine → HCID 57507320, compound

Participants

Role	Name	HCID	Charge
Reactant	Cyclohexylamine	HCID 7965	—
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	HCID 57479120	HCID 57479120	—
Solvent	Acetonitrile	HCID 6342	—
Product	HCID 57507320	HCID 57507320	40.8%

Reaction Steps

The mixture of [[6-Chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-(3-chloro-phenyl)-amino]-acetic acid 100 mg, 0.211 mmol), Cyclohexylamine (25 mg, 0.253 mmol), EDC.HCl (48 mmg, 0.253 mmol), HOBt (34 mmg, 0.253 mmol) and DIPEA (82 mmg, 0.633 mmol) in acetonitrile (2 mL) was stirred at room temperature for overnight. The crude was then purified with Prep-HPLC to give 48 mg of rac-2-[[6-Chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-(3-chloro-phenyl)-amino]-N-cyclohexyl-acetamide as a yellow solid. MS: [M+H]+=556.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08058269B2
Source dataset	uspto-grants-2011_11
ORD ID	ord-d589c00c0669404e8154c2e8de149f8e
Source note	uspto-grants-2011_11