Sodium Hydroxide → HCID 86726869, compound

Participants

Role	Name	HCID	Charge
Reactant	Sodium Hydroxide	HCID 14798	—
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	(S)-tert-Butyl (1-(3-aminopyridin-4-yl)piperidin-3-yl)carbamate	HCID 59332360	—
Reactant	3-{[(Benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid	HCID 86726868	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 86726869	HCID 86726869	53%

Reaction Steps

3-{[(Benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid (0.55 g, 1.6 mmol) was mixed with tert-butyl [(3S)-1-(3-aminopyridin-4-yl)piperidin-3-yl]carbamate (0.46 g, 1.6 mmol), DMF (4.0 mL), HATU (1.2 g, 3.2 mmol) and DIPEA (1.1 mL, 6.3 mmol). The reaction mixture was stirred at room temperature for 16 h. Aq. NaOH (1 M, 20 mL) was then added to the reaction mixture. A precipitate formed, which was collected by vacuum filtration to give the sub-title compound (0.52 g, 53%) as light yellow powder. LCMS calc. for C35H39N6O5 (M+H)+: m/z=623.2. Found: 623.3.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09278950B2
Source dataset	uspto-grants-2016_03
ORD ID	ord-142192a37df84dbe941220b9ae8d489c
Source note	uspto-grants-2016_03