2-Aminopyridine → HCID 45257052, compound

https://huagongshe.com/reaction/520468

Participants

Role	Name	HCID	Charge
Reactant	2-Aminopyridine	HCID 10439	—
Reactant	Diisopropylethylamine	HCID 81531	—
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	HCID 58552814	HCID 58552814	—
Solvent	Water	HCID 962	—
Solvent	Dimethylacetamide	HCID 31374	—
Product	HCID 45257052	HCID 45257052	33.2%

Reaction Conditions

Temperature	75 °C

Reaction Steps

A mixture of 4-oxo-2-(3-(trifluoromethyl)phenyl)-1,4-dihydroquinoline-8-carboxylic acid 44 (250 mg, 0.750 mmol), HATU (570 mg, 1.5 mmol), 2-aminopyridine 21 (141 mg, 1.5 mmol) and diisopropylethylamine (392 μl, 2.25 mmol) in DMAC (5 mL) was heated at 75° C. for 16 h. The reaction mixture was poured in H2O (25 mL) and the resulting precipitate was collected by filtration. The crude residue was purified by MPLC Compound 401 (102 mg, 33% yield). MS (ESI) calc. for C22H14F3N3O2: 409.10. found: 410 [M+H].

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09326986B2
Source dataset	uspto-grants-2016_05
ORD ID	ord-cdb069d3aa944052a67fdb7b163f0c5d
Source note	uspto-grants-2016_05