2-(BOC-AMINO)-3-METHYLPYRIDINE
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2-(BOC-AMINO)-3-METHYLPYRIDINE
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CAS No:
138343-75-6
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Formula:
C11H16N2O2
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Chemical Name:
2-(BOC-AMINO)-3-METHYLPYRIDINE
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Synonyms:
(3-METHYLPYRIDINE-2-YL)CARBAMIC ACID TERT-BUTYL ESTER;Carbamic acid, (3-methyl-2-pyridinyl)-;2-tert-butoxycarbonylamino-3-methylpyridine;N-Boc-3-isopropylpyridin-2-amine;N-Boc-3-methylpyridin-2-amine;2-BOC-Amino-3-picoline;t-Butyl 3-methylpyridin-2-ylcarbamate;tert-butyl N-(3-Methylpyridin-2-yl)carbaMate
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CAS No:
Characteristics
51.2
2.1
1.108±0.06 g/cm3(Predicted)
134-138 °C(lit.)
268.5±28.0 °C(Predicted)
116.195ºC
1.541
0.008mmHg at 25°C
Safety Information
NONH for all modes of transport
3
22-36-43
26-36/37
Xn
P280-P305 + P351 + P338
H302-H317-H319
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P272, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P333+P313, P337+P313, P363, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-(BOC-AMINO)-3-METHYLPYRIDINE Use and Manufacturing
A solution of di-tert-butyl dicarbonate (50.0 g) in n-hexane (55 mL) was heated to 58°C and stirred. To this solution, a solution of 2-aminopicoline (15.5 g) in ethyl acetate (20 mL) was added dropwise. After heated at 58°C for three hours, it was cooled to room temperature. After addition of n-hexane (30 mL), it was stirred for 1.5 hours. The deposited precipitate was collected by filtration and dried and 25.8 g (86percent) of the title compound was obtained as a white solid. MS(FAB) m/z:209 (M + H)BOC anhydride (3.2 kg, 14.7 mmol) was dissolved in hexane (3.5 L) and heated to reflux. 3-Methyl-pyridin-2-ylamine S5 (995 g, 9.2mmol) in EtOAc (1 L) was added dropwise over 2 hours, then the reaction was cooled to 20°C. Following dilution with hexane (2 L), the mixture was stirred for a further hour and the resultent solid collected by filtration, washing with hexane to affords (3-methyl-pyridin-2-yl)-carbamicacid tert-butyl ester S6 (1.56 kg, 82percent yield) Step 1 Example 175[0447] (5)-N-(benzo[ ][l, 3]dioxol-5-yl)-2-(2-(3-ethyl-2-methyl-lH-pyrrolo[2, 3- b]pyridin- 1 -yl)acetamido)-N-methyl-3-phenylpropanamideExample 175 A. Preparation of tert-butyl (3-methylpyridin-2-yl)carbamate[0448] To a solution of 3-methylpyridin-2-amine (15 g, 0.14 mol, 1.0 eq) in EtOAc (30 mL) and petroleum ether (120 mL), was added BocBOC anhydride (9.6 g, 44 mmol) was added slowly to a solution of 3-methylpyridin-2-amine (4 g, 37 mmol) and cesium carbonate (7.2 g) dry in DMF (20 mL) and the reaction was maintained at rt for 2 d.
Computed Properties
Molecular Weight:208.26
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:208.121177757
Monoisotopic Mass:208.121177757
Topological Polar Surface Area:51.2
Heavy Atom Count:15
Complexity:223
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes