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| | (2-FORMYL-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER Basic information |
| Product Name: | (2-FORMYL-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER | | Synonyms: | 3-TERT-BUTOXYCARBONYLAMINO-PYRIDINE-2-CARBOXALDEHYDE;3-TERT-BUTYROXCARBONYLAMINE-PYRIDINE-2-CARBOXALDEHYDE;(2-FORMYL-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER;TERT-BUTYL 2-FORMYLPYRIDIN-3-YLCARBAMATE;(2-Formylpyridin-3-yl)-carbamic acid tert-butyl ester ,97%;Boc - 3 - aMinopicolinaldehyde;(tert-butoxy)-N-(2-forMyl(2-pyridyl)-carboxaMide;Carbamic acid, N-(2-formyl-3-pyridinyl)-, 1,1-dimethylethyl ester | | CAS: | 116026-99-4 | | MF: | C11H14N2O3 | | MW: | 222.24 | | EINECS: | | | Product Categories: | pharmacetical | | Mol File: | 116026-99-4.mol |  |
| | (2-FORMYL-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER Chemical Properties |
| Melting point | 79.4-79.6°C | | Boiling point | 295.0±25.0 °C(Predicted) | | density | 1.212±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | | form | Solid | | pka | 12.42±0.70(Predicted) | | color | Light Yellow | | InChI | InChI=1S/C11H14N2O3/c1-11(2,3)16-10(15)13-8-5-4-6-12-9(8)7-14/h4-7H,1-3H3,(H,13,15) | | InChIKey | AHTZIHDCJWVLKK-UHFFFAOYSA-N | | SMILES | C(OC(C)(C)C)(=O)NC1=CC=CN=C1C=O |
| Hazard Codes | Xi,Xn | | Risk Statements | 22-36-43-36/37/38 | | Safety Statements | 26-36/37-36 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29339900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Skin Sens. 1 |
| | (2-FORMYL-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER Usage And Synthesis |
| Chemical Properties | White to off-white solid | | Synthesis | Step 2: Synthesis of tert-butyl (2-formylpyridin-3-yl)carbamate (10b)
To a solution of compound 10a (2.9 g, 10.7 mmol) in tetrahydrofuran (THF, 30 mL) was slowly added n-butyllithium (n-BuLi, 2.5 M, 8.5 mL, 21.4 mmol) at -78 °C and protected by nitrogen (N2). The reaction mixture was stirred continuously at this temperature for 1 hour. Subsequently, N-formylpiperidine (1.3 mL, 11.8 mmol) was added under fast stirring conditions. The reaction system was warmed up to 0 °C and stirring was continued for 1 hour. Upon completion of the reaction, it was partitioned with 1.5 M hydrochloric acid (HCl) solution. The pH of the aqueous layer was adjusted to 7 by addition of solid sodium carbonate (Na2CO3).The aqueous layer was extracted twice with ethyl acetate (EA), the organic layers were combined and dried with anhydrous sodium sulfate (Na2SO4). After concentration under reduced pressure, purification by column chromatography (CC, petroleum ether/ethyl acetate = 3/1) afforded the target compound 10b (1.5 g, 65% yield) as a white solid. | | References | [1] Journal of Medicinal Chemistry, 1988, vol. 31, # 11, p. 2136 - 2145
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 16, p. 5032 - 5043
[3] Patent: WO2013/64231, 2013, A1. Location in patent: Page/Page column 51 |
| | (2-FORMYL-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials |
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