HCID 58109445, compound → HCID 58109296, compound

HRID 884362Notes

Reaction equation

HRID 884362 reaction equation
[CH2:1]([C@@:4]1([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]2[CH2:16][CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12]2)[CH2:6][CH2:5]1)[CH:2]=[CH2:3]>C(O)(C(F)(F)F)=O.C(Cl)Cl>[CH2:1]([C@@:4]1([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]2[CH2:16][CH2:15][CH2:14][NH:13][CH2:12]2)[CH2:6][CH2:5]1)[CH:2]=[CH2:3]

Participants

3

Reactant 1

HCID 58109445HCID 58109445, compound

Product 1

HCID 58109296HCID 58109296, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution of (S)-tert-butyl 3-((R)-6-allyl-6-(4-fluorophenyl)-2-oxo-1,3-oxazinan-3-yl)piperidine-1-carboxylate (150 mg, 0.359 mmol) in 20% TFA/CH2Cl2 (5 mL) was stirred at 0° C. for 2 h. The mixture was concentrated to give (R)-6-allyl-6-(4-fluorophenyl)-3-((S)-piperidin-3-yl)-1,3-oxazinan-2-one (112 mg, crude), which was used for the next without further purification.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-d232fab086534ea7adda88bc894d752b
Source dataset
uspto-grants-2012_08
Patent number
US08242111B2

Reaction notes

Loading…