ChemicalBook--->CAS DataBase List--->98400-69-2

98400-69-2

98400-69-2 Structure

98400-69-2 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22-43
[Safety Statements ]

36/37
[WGK Germany ]

3
[HS Code ]

29333990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrochloric acid-->Ethyl acetate-->Dichloromethane-->Potassium carbonate-->Triethylamine-->Hexane-->Di-tert-butyl dicarbonate-->4-Aminopyridine-->tert-Butanol-->Tetrahydrofuran
[Preparation Products]

8-BROMO-1,6-NAPHTHYRIDINE-2-CARBOXYLIC ACID-->thiazolo[5,4-c]pyridine-->5-BROMO-PYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER-->TERT-BUTYL 3-FORMYLPYRIDIN-4-YLCARBAMATE-->2-[4-(Boc-aMino)-3-pyridyl]ethanol
Hazard InformationBack 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]

4-Aminopyridine

504-24-5

Di-tert-butyl dicarbonate

24424-99-5

4-(Boc-amino)pyridine

98400-69-2

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
Spectrum DetailBack Directory
[Spectrum Detail]

4-(Boc-amino)pyridine(98400-69-2)1HNMR
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