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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931649Generated: October 29, 2026

Ammonia → (S)-3-chloro-1-fluoro-N7-(3-methylpyridin-2-yl)-5',6'-dihydrospiro[chromeno[2,3-c]pyridine-5,4'-[1,3]oxazine]-2',7-diamine

https://huagongshe.com/reaction/931649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethanolHCID 887—
ReactantHCID 178426305HCID 178426305—
SolventTetrahydrofuranHCID 8028—
Product(S)-3-chloro-1-fluoro-N7-(3-methylpyridin-2-yl)-5',6'-dihydrospiro[chromeno[2,3-c]pyridine-5,4'-[1,3]oxazine]-2',7-diamineHCID 89473231—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of (S,Z)—N-(3-chloro-1-fluoro-7-((3-methylpyridin-2-yl)amino)spiro[chromeno[2,3-c]pyridine-5,4′-[1,3]oxazinan]-2′-ylidene)benzamide (0.069 g, 0.130 mmol) in THF (2 mL) was added ammonia, 2.0M solution in methanol (10 ml, 20.00 mmol) and heated in a sealed tube at 50° C. for 15 h. The reaction was concentrated and purified by HPLC to afford (S)-3-chloro-1-fluoro-N7-(3-methylpyridin-2-yl)-5′,6′-dihydrospiro[chromeno[2,3-c]pyridine-5,4′-[1,3]oxazine]-2′,7-diamine as a white solid. MS m/z=426.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296759B2
Source datasetuspto-grants-2016_03
ORD IDord-93efc3c1cf6e4482a34cd53db95f4b36
Source noteuspto-grants-2016_03