tert-Butyl 3-broMo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
- Product Name
- tert-Butyl 3-broMo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
- CAS No.
- 1184950-48-8
- Chemical Name
- tert-Butyl 3-broMo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
- Synonyms
- 6-Boc-3-bromo-7,8-dihydro-5H-1,6phthyridine;6-Boc-3-broMo-7,8-dihydro-5H-[1,6]naphthyridine;3-Bromo-6-Boc-5,6,7,8-tetrahydro-1,6-naphthyridine;tert-Butyl 3-bromo-7,8-dihydro-1,6-naphthyridine-6(5H);tert-butyl 3-bromo-7,8-dihydro-5H-1,6-naphthyridine-6-carboxylate;tert-Butyl 3-broMo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate;tert-butyl 3-bromo-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate;Close tert-butyl 3-bromo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate;1,6-Naphthyridine-6(5H)-carboxylic acid, 3-bromo-7,8-dihydro-, 1,1-dimethylethyl ester
- CBNumber
- CB72665824
- Molecular Formula
- C13H17BrN2O2
- Formula Weight
- 313.19
- MOL File
- 1184950-48-8.mol
tert-Butyl 3-broMo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate Property
- Boiling point:
- 373.5±42.0 °C(Predicted)
- Density
- 1.398±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 2.96±0.20(Predicted)
- Appearance
- white to yellow solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory 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
- B701880
- Product name
- tert-Butyl3-Bromo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
- Packaging
- 100mg
- Price
- $310
- Updated
- 2021/12/16
- Product number
- 4H56-9-74
- Product name
- 6-Boc-3-bromo-7,8-dihydro-5H-[1,6]naphthyridine
- Packaging
- 250mg
- Price
- $325
- Updated
- 2021/12/16
- Product number
- HCH0369900
- Product name
- TERT-BUTYL-3-BROMO-7,8-DIHYDRO-1,6-NAPHTHYRIDINE-6(5H)-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $497.48
- Updated
- 2021/12/16
- Product number
- 113265
- Product name
- 6-Boc-3-bromo-7,8-dihydro-5H-[1,6]naphthyridine
- Packaging
- 1g
- Price
- $1229
- Updated
- 2021/12/16
- Product number
- 3003AA
- Product name
- tert-Butyl3-bromo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
- Packaging
- 5g
- Price
- $4997
- Updated
- 2021/12/16
tert-Butyl 3-broMo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate Chemical Properties,Usage,Production
Synthesis
625100-00-7
24424-99-5
1184950-48-8
Step 1: To a dry flask was added 3-bromo-5,6,7,8-tetrahydro-1,6-naphthyridine (1.50 g, 7.04 mmol) followed by THF (70 mL, 863 mmol), di-tert-butyl dicarbonate (1.77 g, 8.10 mmol), triethylamine (TEA, 5.89 mL, 42.2 mmol), and 4-dimethylaminopyridine (DMAP, 43.0 mg, 0.352 mmol). The reaction mixture was stirred at room temperature for 4 hours. After completion of the reaction, the solvent was removed by concentration under reduced pressure. The residue was extracted by adding ethyl acetate (EtOAc, 150 mL) and water (50 mL) to the residue. After separation of the organic layer, the aqueous layer was further extracted with ethyl acetate (2 x 150 mL). All organic layers were combined and washed sequentially with water (2 × 100 mL) and brine (100 mL), then dried with anhydrous magnesium sulfate (MgSO4). After filtration, the organic layer was concentrated under reduced pressure to afford the target product tert-butyl 3-bromo-7,8-dihydro-1,6-diazanaphthalene-6(5H)-carboxylate (2.15 g, 97.5% yield). The product was confirmed by LC-MS(FA)ES+ m/z 314; 1H NMR (methanol-d4, 300 MHz) δ 8.43 (s, 1H), 7.83 (s, 1H), 4.60 (s, 2H), 3.73 (t, J=6.0 Hz, 2H), 2.89 (t, J=6.0 Hz, 2H), 1.48 (s, 9H).
References
[1] Patent: US2012/53201, 2012, A1. Location in patent: Page/Page column 47
tert-Butyl 3-broMo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate Preparation Products And Raw materials
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