Diisopropylethylamine → HCID 86685830, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid	HCID 392871	—
Reactant	Methanethioamide	HCID 3005587	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 86685830	HCID 86685830	—

Reaction Steps

1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (747 mg, 3.26 mmol), HATU (1549 mg, 4.07 mmol) and the product from step A (166 mg, 2.72 mmol) were mixed in anhydrous dichloromethane (5 mL). The reaction mixture was stirred at room temperature for 30 min. N,N-diisopropyl-N-ethylamine (1.423 mL, 8.15 mmol) was added. The reaction mixture was stirred at room temperature for 16 h. The solution was concentrated and the crude was purified on SiO2 (10 to 60% ethyl acetate/hexanes) to afford the title compound. HPLC/MS: 170.1 (M−102), Rt=2.91 (LC4).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08569299B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-13dd67f2005849d6891b9ce675cd52a9
Source note	uspto-grants-2013_10