O-methylhydroxylammonium chloride → HCID 72323511, compound

Participants

Role	Name	HCID	Charge
Reactant	O-methylhydroxylammonium chloride	HCID 11639	—
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	6-chloro-4'-[5-chloro-2-(1-ethyl-1-hydroxycarbonyl-propoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl) spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione	HCID 74928567	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	HCID 72323511	HCID 72323511	22.7%

Reaction Steps

To a mixture of racemic (2′S, 3S, 4′R)-6-chloro-4′-[5-chloro-2-(1-hydroxycarbonyl-1-ethyl-propoxy)-phenyl]-2′-(5-fluoro-2-methyl-phenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (50 mg, 0.084 mmol) prepared in Example 18, HATU (65 mg, 0.17 mmol) and DIPEA (66 mg, 0.54 mmol) in THF (1 mL) was added o-methylhydroxylamine hydrochloride (22 mg, 0.25 mmol). The mixture was stirred at room temperature overnight and purified by prep-HPLC to give the title compound as a white solid (12 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08076482B2
Source dataset	uspto-grants-2011_12
ORD ID	ord-b8c9c21a85f84bf7ba6b72ffa06bf01d
Source note	uspto-grants-2011_12