Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406489Generated: October 27, 2026

Water → HCID 59764769, compound

https://huagongshe.com/reaction/406489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-(2-Methoxyphenyl)piperidineHCID 544738—
Reactant(3S,7aR)-7a-cyclopropyl-3-phenyl-2,3-dihydropyrrolo[2,1-b]oxazol-5(7aH)-oneHCID 59764785—
SolventDichloromethaneHCID 6344—
ProductHCID 59764769HCID 5976476972.7%

Reaction Steps

To a mixture of 4-(2-methoxyphenyl)piperidine (0.951 g, 4.97 mmol) and (3S,7aR)-7a-cyclopropyl-3-phenyl-2,3-dihydropyrrolo[2,1-b]oxazol-5(7aH)-one (preparation #24) (1.0 g, 4.1 mmol) was added water (0.8 mL, 44 mmol). After about 5 minutes, DCM (5 mL) was added. All the solids dissolved. The reaction mixture was stirred at room temperature for about 16 hours. Purification on a Biotage silica gel column eluting with DCM/EtOAc (1:0 to 1:1) afforded (3S,7R,7aR)-7a-cyclopropyl-7-(4-(2-methoxyphenyl)piperidin-1-yl)-3-phenyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one (1.29 g, 2.98 mmol) as a white solid. RP-HPLC (Table 1, Method a) Rt 2.14 min; m/z: (M+H)+ 433.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754107B2
Source datasetuspto-grants-2014_06
ORD IDord-ad129aedb7d14d178d945b551d998006
Source noteuspto-grants-2014_06