Sodium Hydroxide → HCID 90408458, compound

Participants

Role	Name	HCID	Charge
Reactant	Sodium Hydroxide	HCID 14798	—
Reactant	tert-butyl 4-(4-(1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-benzo[d][1,2,3]triazol-6-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate	HCID 90409594	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 90408458	HCID 90408458	—

Reaction Steps

A mixture of Example 36E (0.530 g, 0.792 mmol) and 5M aqueous sodium hydroxide (0.555 mL, 2.77 mmol) in dioxane (8 mL) was heated at 90° C. for 8 hours. The solvent was evaporated and the residue was treated with ethyl acetate and washed with aqueous NaHCO3. The organic layer was dried over MgSO4, filtered and concentrated until most of solvent was evaporated. The resulting precipitate was filtered, washed with ethyl acetate/ether, and vacuum oven-dried to give the title compound. The filtrate was concentrated and purified on a 4 g column using the ISCO Companion flash system eluting with ethyl acetate to give additional title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08969375B2
Source dataset	uspto-grants-2015_03
ORD ID	ord-b622bf51268944fc803d88513c92e216
Source note	uspto-grants-2015_03