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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038836Generated: November 1, 2026

Dimethylformamide → HCID 68751819, compound

https://huagongshe.com/reaction/1038836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactantrel-(3R,4R)-4-(Aminomethyl)-1-(phenylmethyl)-3-piperidinolHCID 57986572—
SolventEthyl AcetateHCID 8857—
ProductHCID 68751819HCID 6875181969%

Reaction Conditions

Temperature65 °C

Reaction Steps

In a flask, was added (3S,4S)-4-(aminomethyl)-1-benzylpiperidin-3-ol (1.0 g, 4.5 mmol, Sunshine Labs), DMF (10 mL) and CDI (0.736 g, 4.54 mmol). The mixture was heated to about 65° C. for about 40 min. To the mixture was added EtOAc (20 mL) and washed with water (3×20 mL). The aqueous layers were combined and extracted with DCM (2×20 mL). The organic layers were combined, dried over MgSO4, filtered and concentrated under vacuum to give (4aS,8aS)-7-benzyloctahydro-2H-pyrido[4,3-e][1,3]oxazin-2-one (0.773 g, 69%): LC/MS (Table 2, Method c) Rt=1.11 min.; MS m/z: 247 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551981B2
Source datasetuspto-grants-2013_10
ORD IDord-c46d4a200ee840988354d45862bd1c8f
Source noteuspto-grants-2013_10