Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473772Generated: October 30, 2026

4-Methylmorpholine → (6S,7S)-N(7)-Hydroxy-5-methyl-N(6)-{4-[(2-methylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.5]octane-6,7-dicarboxamide

https://huagongshe.com/reaction/473772

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant(6S,7S)-5-methyl-6-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}amino)carbonyl]-5-azaspiro[2.5]octane-7-carboxylic acidHCID 67006214—
SolventDimethylformamideHCID 6228—
Product(6S,7S)-N(7)-Hydroxy-5-methyl-N(6)-{4-[(2-methylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.5]octane-6,7-dicarboxamideHCID 86595547—

Reaction Steps

To BOP (120.0 mg, 0.24 mmol) was added to a solution of (6S,7S)-5-methyl-6-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}amino)carbonyl]-5-azaspiro[2.5]octane-7-carboxylic acid (140 mg, 0.20 mmol) in DMF (1.0 mL) at 0° C. followed by hydroxylamine hydrochloride (28.0 mg, 0.40 mmol). 4-methylmorpholine (0.07 mL, 0.70 mmol) was then added to the above mixture at 0° C. and stirred at this temperature for 2 h. The product (70 mg) was purified by preparative HPLC. ESI (M+H)+ 475.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637497B2
Source datasetuspto-grants-2014_01
ORD IDord-97d7eecd151f43998537ab6b14d9acf9
Source noteuspto-grants-2014_01