Diisopropylethylamine → HCID 59314175, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	1,2,3,4-Tetrahydroquinoline-8-carboxylic acid	HCID 2785589	—
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	Dimethylformamide	HCID 6228	—
Product	HCID 59314175	HCID 59314175	85%

Reaction Steps

To a solution of 1,2,3,4-tetrahydro-quinoline-8-carboxylic acid (173 mg, 0.97 mmol), 2-amino-indan-2-carboxylic acid ethyl ester (200 mg, 0.97 mmol), HATU (553 mg, 1.46 mmol) in anhydrous DMF (20 mL) is added DIPEA (241 μL, 1.46 mmol). The resulting solution is stirred at RT overnight. After the removal of DMF in vacuo, the residue is dissolved in EtOAc (40 mL) and washed with water (1×10 mL) and brine (2×10 mL). The organic layer is dried over anhydrous Na2SO4 and concentrated in vacuo. The residue is purified by HPLC to give a pure product (63) as white solid (300 mg, 85%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08569535B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-705968286c3f453e8eac3e39fcb3a3ec
Source note	uspto-grants-2013_10