| Identification | Back Directory | [Name]
3-(BOC-AMINO)PYRIDINE | [CAS]
56700-70-0 | [Synonyms]
BOC-3-Amino pyridine
3-(BOC-AMINO)PYRIDINE
3-N-Boc-aminoPyridine
Alogliptin Impurity 41
3-(Boc-aMino)pyridine 97%
TERT-BUTYL PYRIDIN-3-YLCARBAMATE
ert-butylN-pyridin-3-ylcarbamate
tert-butyl N-(3-pyridyl)carbamate
3-TERT-BUTOXYCARBONYLAMINOPYRIDINE
tert-butyl N-(pyridin-3-yl)carbaMate
Pyridin-3-yl-carbamic acid tert-butyl ester
N-(3-pyridinyl)carbamic acid tert-butyl ester
Carbamic acid, N-3-pyridinyl-, 1,1-dimethylethyl ester
Carbamic acid, 3-pyridinyl-, 1,1-dimethylethyl ester (9CI) | [Molecular Formula]
C10H14N2O2 | [MDL Number]
MFCD02179231 | [MOL File]
56700-70-0.mol | [Molecular Weight]
194.23 |
| Chemical Properties | Back Directory | [Melting point ]
116-120 °C(lit.) | [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 ]
solid | [pka]
12.93±0.70(Predicted) | [Appearance]
Off-white to yellow Solid | [InChI]
1S/C10H14N2O2/c1-10(2,3)14-9(13)12-8-5-4-6-11-7-8/h4-7H,1-3H3,(H,12,13) | [InChIKey]
WKHGDPZRLXDVMJ-UHFFFAOYSA-N | [SMILES]
CC(C)(C)OC(=O)Nc1cccnc1 |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H317 | [Precautionary statements ]
P280 | [Hazard Codes ]
Xn | [Risk Statements ]
22-43 | [Safety Statements ]
36/37 | [WGK Germany ]
3 | [HS Code ]
2933399990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Skin Sens. 1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of N-Boc-3-aminopyridine from di-tert-butyl dicarbonate: 3-aminopyridine (4.29 g, 45.6 mmol) was dissolved in tetrahydrofuran (THF, 100 mL). A solution of 1 M sodium hexamethyldisilazide (NaHMDS, 100 mL, 100 mmol) in THF was slowly added dropwise through the addition funnel. After 15 min of reaction, the THF (100 mL) solution of di-tert-butyl dicarbonate (Boc2O, 11.92 g, 54.6 mmol) was continued to be added dropwise. After another 15 min, the reaction was quenched with water (100 mL) and extracted with ethyl acetate (EtOAc, 500 mL). The organic layer was washed with water (2 x 100 mL). The aqueous layers were combined and extracted again with ethyl acetate (200 mL). All organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by fast column chromatography (30% ethyl acetate/dichloromethane) to afford the target product, N-tert-butoxycarbonyl-3-aminopyridine (5.195 g, 30.5 mmol, 67% yield), as an orange solid.1H NMR (400 MHz, DMSO-d6) δ: 9.53 (s, 1H), 8.57 (s, 1H), 8.14 (d J = 4.4 Hz, 1H), 7.84 (d, J = 8.0 Hz, 1H), 7.25 (m, 1H), 1.44 (s, 9H).ESI-MS, m/e: 195.3 (M + 1). Elemental analysis C10H14N2O2: Calculated values: C, 61.84; H, 7.27; N, 14.42; Measured values: C, 61.94; H, 7.18; N, 14.38. | [References]
[1] Patent: WO2005/49604, 2005, A2. Location in patent: Page/Page column 36-37 |
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