1,6-Naphthyridin-5(6H)-one,7,8-dihydro-(9CI)
- Product Name
- 1,6-Naphthyridin-5(6H)-one,7,8-dihydro-(9CI)
- CAS No.
- 155058-02-9
- Chemical Name
- 1,6-Naphthyridin-5(6H)-one,7,8-dihydro-(9CI)
- Synonyms
- 7,8-Dihydro-6H-1,6phthyridin-5-one;7,8-dihydro-1,6-naphthyridin-5(6H)-one;7,8-Dihydro-6H-[1,6]naphthyridin-5-one;1,6-Naphthyridin-5(6H)-one, 7,8-dihydro-;5,6,7,8-tetrahydro-1,6-naphthyridin-5-one;7,8-dihydro-1,6-naphthyridin-5(6H)-one CAS;1,6-Naphthyridin-5(6H)-one,7,8-dihydro-(9CI);N-methyl-1-(1-methylpiperidin-4-yl)-2-(pyrrolidin-1-yl)ethanamine
- CBNumber
- CB31293143
- Molecular Formula
- C8H8N2O
- Formula Weight
- 148.16
- MOL File
- 155058-02-9.mol
1,6-Naphthyridin-5(6H)-one,7,8-dihydro-(9CI) Property
- Melting point:
- 163-166 °C(Solv: ethyl acetate (141-78-6))
- Boiling point:
- 413.9±34.0 °C(Predicted)
- Density
- 1.214±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 13.28±0.20(Predicted)
- InChI
- InChI=1S/C8H8N2O/c11-8-6-2-1-4-9-7(6)3-5-10-8/h1-2,4H,3,5H2,(H,10,11)
- InChIKey
- GYQAXMJLFPXZAU-UHFFFAOYSA-N
- SMILES
- N1C2=C(C(=O)NCC2)C=CC=1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D456155
- Product name
- 7,8-dihydro-1,6-naphthyridin-5(6H)-one
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- D456155
- Product name
- 7,8-dihydro-1,6-naphthyridin-5(6H)-one
- Packaging
- 100mg
- Price
- $240
- Updated
- 2021/12/16
- Product number
- FD165952
- Product name
- 7,8-Dihydro-1,6-naphthyridin-5(6H)-one
- Packaging
- 25mg
- Price
- $125
- Updated
- 2021/12/16
- Product number
- FD165952
- Product name
- 7,8-Dihydro-1,6-naphthyridin-5(6H)-one
- Packaging
- 50mg
- Price
- $200
- Updated
- 2021/12/16
- Product number
- Y7639
- Product name
- 7,8-Dihydro-1,6-naphthyridin-5(6H)-one
- Packaging
- 100mg
- Price
- $237
- Updated
- 2021/12/16
1,6-Naphthyridin-5(6H)-one,7,8-dihydro-(9CI) Chemical Properties,Usage,Production
Synthesis
103441-72-1
155058-02-9
General procedure for the synthesis of 7,8-dihydro-1,6-naphthyridin-5(6H)-one from methyl 2-vinylnicotinate: methyl 2-vinylnicotinate (0.40 g, 2.47 mmol, 1 eq.) was dissolved in acetic acid/water (1:1, 4.6 mL) and ammonium chloride (1.78 g, 33.58 mmol, 14 eq.) was added. The reaction mixture was heated to reflux for 4 hours. Upon completion of the reaction, it was cooled to room temperature, filtered through a diatomaceous earth pad and washed sequentially with EtOAc and EtOAc/MeOH (9:1). The filtrates were combined and concentrated and the residue was purified by column chromatography using EtOAc/MeOH (95:5) as eluent. The target fractions were collected, concentrated and crystallized from EtOAc to afford 7,8-dihydro-1,6-naphthyridin-5(6H)-one (0.10 g, 25% yield) as a white solid. Melting point: 168-171 °C. 1H NMR (300 MHz, CDCl3) δ 8.61 (dd, J = 4.9/1.8 Hz, 1H), 8.29 (dd, J = 7.9/1.8 Hz, 1H), 7.30 (dd, J = 7.6/4.9 Hz, 1H), 7.04 (br s, NH), 3.65 (td, J = 6.7 /2.7 Hz, 2H), 3.18 (t, J = 6.7 Hz, 2H).13C NMR (75 MHz, CDCl3) δ 165.9, 158.8, 152.4, 135.8, 124.8, 122.7, 39.4, 31.0.MS (ESI) m/z 149 (M + H)+.IR (KBr) 2924, 1679, 1590, 1460. 1679, 1590, 1460, 1232, 1068 cm-1. elemental analysis (C8H8N2O) calculated: C, 64.85; H, 5.44; N, 18.91. measured: C, 65.10; H, 5.80; N, 18.72.
References
[1] European Journal of Medicinal Chemistry, 2012, vol. 55, p. 58 - 66,9
1,6-Naphthyridin-5(6H)-one,7,8-dihydro-(9CI) Preparation Products And Raw materials
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