8-[2-(6-Methoxy-[1,5]naphthyridin-4-yl)ethyl]-1,4-dioxa-spiro[4.5]decan-8-ol → 4-Hydroxy-4-[2-(6-methoxy-[1,5]naphthyridin-4-yl)ethyl]-cyclohexanone

HRID 1354213Notes

Reaction equation

HRID 1354213 reaction equation
[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[CH2:13][CH2:14][C:15]1([OH:25])[CH2:24][CH2:23][C:18]2(OCC[O:19]2)[CH2:17][CH2:16]1>C1COCC1.O.CC(O)=O>[OH:25][C:15]1([CH2:14][CH2:13][C:6]2[C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[N:4]=3)[N:9]=[CH:8][CH:7]=2)[CH2:24][CH2:23][C:18](=[O:19])[CH2:17][CH2:16]1

Participants

3

Reactant 1

HCID 211046648-[2-(6-Methoxy-[1,5]naphthyridin-4-yl)ethyl]-1,4-dioxa-spiro[4.5]decan-8-ol

Product 1

HCID 211046474-Hydroxy-4-[2-(6-methoxy-[1,5]naphthyridin-4-yl)ethyl]-cyclohexanone

Reagents, catalysts & solvents 1

HCID 21877175AcOH THF waterSolvent

Procedure

A solution of 8-[2-(6-methoxy-[1,5]naphthyridin-4-yl)ethyl]-1,4-dioxa-spiro[4.5]decan-8-ol (960 mg, 2.79 mmol) in THF/H2O/AcOH (2:2:3, 22 ml) was stirred overnight at 65° C. The reaction mixture was concentrated and purified by chromatography on silica gel (EtOAc).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by chromatography on silica gel (EtOAc)

Sources & evidence

ORD record
ord-ef1a6486a5f048c48395fed3cef70c37
Source dataset
uspto-grants-2007_05
Patent number
US07223776B2

Reaction notes

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