Ethyl 4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)butanoate → 4-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)butanoic acid
Reaction equation
[N:1]1[C:10]2[NH:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12][CH2:13][C:14]([O:16]CC)=[O:15]>Cl>[N:1]1[C:10]2[NH:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 55 °C
Procedure
The ester obtained in Step b (0.36 g; 1.45 mmol) is dissolved in 10 ml of 6N HCl. The reaction mixture is heated at 55° C. for 4 hours. The reaction mixture is then concentrated, and the residue is taken up in AcOEt. The resulting precipitate, corresponding to the title product, is suction-filtered off over a frit and isolated in the form of a pale yellow solid.
Workup
- concentrationThe reaction mixture is then concentrated
- filtrationThe resulting precipitate, corresponding to the title product, is suction-filtered off over a frit
- customisolated in the form of a pale yellow solid
Sources & evidence
- ORD record
- ord-d3017aeab6e24f4faa34700fa15ce092
- Source dataset
- uspto-grants-2005_01
- Patent number
- US06846833B2
Reaction notes
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