3-Aminopyridine → HCID 51357237, compound

Participants

Role	Name	HCID	Charge
Reactant	3-Aminopyridine	HCID 10009	—
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	Potassium trimethylsilanolate	HCID 23668039	—
Reactant	HCID 67106856	HCID 67106856	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	HCID 51357237	HCID 51357237	—

Reaction Steps

To a solution of methyl 5-bromo-2-{[(1S)-1-phenylethyl]oxy}benzoate (may be prepared as described in Description 99; 100 mg, 0.30 mmol) in THF (2 ml) was added potassium trimethylsilanolate (115 mg, 0.90 mmol). The mixture was stirred for 45 minutes. The solvent was removed and the residue redissolved in DMF (2 ml). To the solution was added DIPEA (0.13 ml, 0.75 mmol), 3-aminopyridine (56 mg, 0.60 mmol) and HATU (170 mg, 0.45 mmol). The solution was stirred for 18 hours. The solvent was removed in vacuo and purified by MDAP to give the titled example as a colourless gum. 73 mg.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08778939B2
Source dataset	uspto-grants-2014_07
ORD ID	ord-f1bf3662e56946228b5153f0c22c3360
Source note	uspto-grants-2014_07