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N-(6-aminopyridin-2-yl)acetamide

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CAS:1075-62-3
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CAS:1075-62-3
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N-(6-aminopyridin-2-yl)acetamide manufacturers

N-(6-aminopyridin-2-yl)acetamide Basic information
Product Name:N-(6-aminopyridin-2-yl)acetamide
Synonyms:N-(6-aminopyridin-2-yl)acetamide;N-ACETYL-1,6-DIAMINOPYRIDINE;2-acetylamino-6-aminopyridine;AcetaMide, N-(6-aMino-2-pyridinyl)-;N-(6-AMINO-2-PYRIDINYL)-ACETAMIDE;2-Acetamido-6-aminopyridine >;N-(6-aminopyridin-2-yl)acetamide ISO 9001:2015 REACH;N-(6-Aminopyridin-2-yl)acetamid
CAS:1075-62-3
MF:C7H9N3O
MW:151.17
EINECS:
Product Categories:
Mol File:1075-62-3.mol
N-(6-aminopyridin-2-yl)acetamide Structure
N-(6-aminopyridin-2-yl)acetamide Chemical Properties
Melting point 158.0 to 162.0 °C
Boiling point 419.4±30.0 °C(Predicted)
density 1.280±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility soluble in Methanol
pka13.52±0.70(Predicted)
form powder to crystal
color White to Almost white
Safety Information
HS Code 2933.39.9200
MSDS Information
N-(6-aminopyridin-2-yl)acetamide Usage And Synthesis
Synthesis
2,6-Diaminopyridine

141-86-6

Acetyl chloride

75-36-5

N-(6-aminopyridin-2-yl)acetamide

1075-62-3

GENERAL STEPS: Preparation of N-(6-aminopyridin-2-yl)acetamide; 2,6-diaminopyridine (9.822 g, 90 mmol) was dissolved in dioxane (100 mL) and cooled to 0 °C. Acetyl chloride (2.355 g, 2.1 mL, 30 mmol) was added slowly dropwise and stirred at 0 °C for 1 hour. The ice bath was removed and the reaction mixture was allowed to stir overnight at room temperature. Upon completion of the reaction, the reaction was quenched with saturated NaHCO3 solution and subsequently extracted three times with ethyl acetate. The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure to give the crude product. Purification by silica gel column chromatography using 60-70% ethyl acetate/hexane gradient elution afforded the target compound N-(6-aminopyridin-2-yl)acetamide (3.45 g, 76% yield). Mass spectrum (ESI-MS): m/z = 152.1 [M+H]+; 1H NMR (CDCl3, ppm): δ 7.49 (m, 3H), 6.28 (d, 1H), 4.31 (s, br, 2H), 2.19 (s, 3H).

References[1] Journal of Organic Chemistry, 2014, vol. 79, # 2, p. 711 - 719
[2] Patent: WO2005/35499, 2005, A1. Location in patent: Page/Page column 46
[3] Journal of the American Chemical Society, 2016, vol. 138, # 50, p. 16228 - 16231
[4] Journal of the American Chemical Society, 1947, vol. 69, p. 1147,1148
N-(6-aminopyridin-2-yl)acetamide Preparation Products And Raw materials
Raw materials2,6-Diaminopyridine-->Acetyl chloride
Preparation Products2-Amino-6-fluoropyridine
Tag:N-(6-aminopyridin-2-yl)acetamide(1075-62-3) Related Product Information
2,6-DIACETYLAMINOPYRIDINE N-(6-aminopyridin-2-yl)acetamide N-[6-(2,2-DIMETHYL-PROPIONYLAMINO)-PYRIDIN-2-YL]-2,2-DIMETHYL-PROPIONAMIDE 5,6-DIAMINO-3-METHYL-2-OXO-8-PIPERIDIN-1-YL-2,3-DIHYDRO-1H-PYRROLO[2,3-C]-2,7-NAPHTHYRIDINE-9-CARBONITRILE 4,6-DIAMINO-1-(4-METHOXY-PHENYL)-2-OXO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE-5-CARBONITRILE AURORA KA-3603 4,6-DIAMINO-1-(4-FLUORO-PHENYL)-2-OXO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE-5-CARBONITRILE 7-AMINO-4-METHYL-1H-[1,8]NAPHTHYRIDIN-2-ONE 1-[6-(3,3-DIMETHYL-2-OXO-1-AZETANYL)-2-PYRIDINYL]-3,3-DIMETHYL-2-AZETANONE AURORA KA-3607 N-(6-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]AMINO)-2-PYRIDINYL)-3-(TRIFLUOROMETHYL)BENZENECARBOXAMIDE 4,6-DIAMINO-2-OXO-1-PHENYL-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE-5-CARBONITRILE N-(6-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]AMINO)-2-PYRIDINYL)-4-METHYLBENZENECARBOXAMIDE AURORA KA-3605 4,6-DIAMINO-1-(4-CHLORO-PHENYL)-2-OXO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE-5-CARBONITRILE 3,4-DICHLORO-N-(6-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]AMINO)-2-PYRIDINYL)BENZENECARBOXAMIDE 2,4-BIS(PROPYLAMIDO)PYRIDINE AURORA KA-3606