Identification | Back Directory | [Name]
4-(Boc-amino)pyridine | [CAS]
98400-69-2 | [Synonyms]
4-(BOC-AMINO)PYRIDINE BOC-N-4-AMINO-PYRIDINE N-BOC-4-AMINO-PYRIDINE Linagliptin Impurity 76 4-(Boc-amino)pyridine ,97% N-(4-pyridyl) t-butyl carbamate tert-Butyl N-(4-Pyridyl)carbamate TERT-BUTYL (PYRIDIN-4-YL)CARBAMATE tert-butyl N-(pyridin-4-yl)carbaMate 4-(TERT-BUTOXYCARBONYLAMINO)PYRIDINE 4-(tert-Butoxycarbonylamino)pyridine > 4-(Boc-amino)pyridine ISO 9001:2015 REACH 4-pyridine Pyridin-4-yl-carbaMic acid tert-butyl ester Carbamic acid, 4-pyridinyl-, 1,1-dimethylethyl ester Carbamic acid, N-4-pyridinyl-, 1,1-dimethylethyl ester 4-(Boc-amino)pyridine
tert-Butyl N-(4-Pyridyl)carbamate Carbamic acid, 4-pyridinyl-, 1,1-dimethylethyl ester (9CI) | [Molecular Formula]
C10H14N2O2 | [MDL Number]
MFCD02179232 | [MOL File]
98400-69-2.mol | [Molecular Weight]
194.23 |
Chemical Properties | Back Directory | [Melting point ]
145-149 °C
| [Boiling point ]
252.7±13.0 °C(Predicted) | [density ]
1.131±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
12?+-.0.70(Predicted) | [color ]
White to Almost white | [InChI]
InChI=1S/C10H14N2O2/c1-10(2,3)14-9(13)12-8-4-6-11-7-5-8/h4-7H,1-3H3,(H,11,12,13) | [InChIKey]
DRZYCRFOGWMEES-UHFFFAOYSA-N | [SMILES]
C(OC(C)(C)C)(=O)NC1C=CN=CC=1 |
Hazard Information | Back Directory | [Chemical Properties]
White to light brown solid | [Uses]
4-(Boc-amino)pyridine is a protected derivative of the amino acid Pyridine, a heterocyclic compound that is commonly found in biological specimens (such as human red blood cells), and is used as a starting reagent and intermediate in the chemical and pharmaceutical industries. | [Synthesis]
At room temperature, 4-aminopyridine (600 mg, 6.36 mmol), 4-dimethylaminopyridine (DMAP, 600 μg, 5.00 μmol), di-tert-butyl dicarbonate (Boc2O, 1.57 mL, 7.00 mmol) and triethylamine (Et3N, 1 mL, 7.63 mmol) were suspended in anhydrous tetrahydrofuran (THF, 3 mL) in anhydrous tetrahydrofuran (THF, 3 mL) and the reaction was stirred under argon protection for 20 min. After completion of the reaction, the reaction mixture was diluted with dichloromethane (CH2Cl2, 5 mL) and washed with 0.1 N hydrochloric acid (5 mL). The organic layers were combined, dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated by rotary evaporation. Finally, the target product 4-(tert-butoxycarbonylamino)pyridine (S1w, 1.30 g, yield >99%) was purified as a white solid by column chromatography (eluent ratio 30:1 dichloromethane/methanol). | [References]
[1] Tetrahedron Letters, 2006, vol. 47, # 7, p. 1087 - 1091 [2] Organic and Biomolecular Chemistry, 2006, vol. 4, # 14, p. 2769 - 2771 [3] Chemistry Letters, 2010, vol. 39, # 11, p. 1127 - 1129 [4] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 9, p. 2114 - 2124 [5] Tetrahedron Letters, 2007, vol. 48, # 47, p. 8318 - 8322 |
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