Triethylamine → HCID 117702393, compound

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
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	3-Isoxazolecarboxylic acid	HCID 11286453	—
Reactant	HCID 71136767	HCID 71136767	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 117702393	HCID 117702393	—

Reaction Steps

To a stirred solution of 3-Isoxazolecarboxylic acid (0.015 g, 0.13 mmol), and triethylamine (0.1 mL, 0.72 mmol) in dichloromethane (2 mL) was added HATU (0.05 g, 0.13 mmol). The resulting mixture was stirred 20 minutes. To this mixture was added 36-4 (0.03 g, 0.10 mmol) and the resulting mixture was stirred room temperature overnight. The mixture was washed with water and concentrated. Flash column separation using a 0-60% ethyl acetate/hexane gradient, followed by 10-90% reverse phase gradient gave 36-5. (0.017 g, 43%). HRMS (M+H)+: observed=386.2189, calculated=386.2187

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09315518B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-a9fdaa5269834a6aaaea13773d20a351
Source note	uspto-grants-2016_04