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| | tert-Butyl [5-(hydroxymethyl)pyridin-2-yl)carbamate Basic information |
| Product Name: | tert-Butyl [5-(hydroxymethyl)pyridin-2-yl)carbamate | | Synonyms: | 2-(Boc-amino)-5-pyridinemethanol;tert-butyl 5-(hydroxyMeth...;2-(Boc-amino)-5-pyridinemethanol ,97%;2-(tert-Butoxycarbonylamino)-5-(hydroxymethyl)pyridine;6-(N-tert-Butoxycarbonylamino)-3-hydroxymethylpyridine;CarbaMic acid, N-[5-(hydroxyMethyl)-2-pyridinyl]-, 1,1-diMethylethyl ester;tert-butyl N-[5-(hydroxymethyl)pyridin-2-yl]carbamate;N-Boc-5-(hydroxymethyl)-2-pyridineamine | | CAS: | 169280-83-5 | | MF: | C11H16N2O3 | | MW: | 224.26 | | EINECS: | | | Product Categories: | | | Mol File: | 169280-83-5.mol |  |
| | tert-Butyl [5-(hydroxymethyl)pyridin-2-yl)carbamate Chemical Properties |
| Boiling point | 332.8±32.0 °C(Predicted) | | density | 1.209 | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 12.35±0.70(Predicted) | | Appearance | White to off-white Solid |
| | tert-Butyl [5-(hydroxymethyl)pyridin-2-yl)carbamate Usage And Synthesis |
| Chemical Properties | White solid | | Synthesis | To a stirred solution of ethyl 6-(tert-butoxycarbonylamino)nicotinate (100; 10.0 g, 27.3 mmol) in tetrahydrofuran (THF) (40 mL) was slowly added a solution of lithium aluminum hydroxide (LA1H4) (1.92 g, 50.5 mmol) in THF (60 mL) over 30 min, keeping the reaction temperature not below 0 °C. The reaction mixture was continued to be stirred at 0 °C for 6 hours. Upon completion of the reaction, water (1.0 mL) and 10% sodium hydroxide (NaOH) solution (2.0 mL) were carefully added at 0 °C to quench the reaction. The resulting mixture was filtered and the filtrate was dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The residue was purified by column chromatography (eluent ratio dichloromethane: methanol = 40:1) to afford the target product tert-butyl 5-(hydroxymethyl)pyridin-2-ylcarbamate 101 (4.50 g, 74% yield). | | References | [1] Patent: WO2010/3048, 2010, A1. Location in patent: Page/Page column 110
[2] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 5, p. 1151 - 1175
[3] Patent: WO2014/52365, 2014, A1. Location in patent: Page/Page column 257-258
[4] Patent: US6046190, 2000, A
[5] Patent: US5968942, 1999, A |
| | tert-Butyl [5-(hydroxymethyl)pyridin-2-yl)carbamate Preparation Products And Raw materials |
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