Diisopropylethylamine → HCID 59314370, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	HCID 8167120	HCID 8167120	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	Ethyl 2-amino-2,3-dihydro-1H-indene-2-carboxylate	HCID 10921653	—
Solvent	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 59314370	HCID 59314370	89%

Reaction Steps

To a solution of 2-(1,1-dimethyl-propyl)-benzoic acid (140 mg, 0.73 mmol), 2-amino-indan-2-carboxylic acid ethyl ester (150 mg, 0.73 mmol), HATU (333 mg, 0.87 mmol) in anhydrous DMF (1 mL) is added DIPEA (1904, 1.1 mmol). The resulting solution is stirred at RT overnight. Water (10 mL) is then poured into the reaction mixture, and then the reaction mixture is extracted with EtOAc (3×5 mL). The combined organic layers are concentrated in vacuo. The residue is purified by flash column chromatography (12 g silica gel, gradient elution: 0-30% EtOAc in heptane) to give product (247) as yellow oil (220 mg, 89%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08569535B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-5cc59068cb54455397c66b283cd51f70
Source note	uspto-grants-2013_10