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Chemical Structure| 1446793-28-7 Chemical Structure| 1446793-28-7

Structure of 1446793-28-7

Chemical Structure| 1446793-28-7

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Product Details of [ 1446793-28-7 ]

CAS No. :1446793-28-7
Formula : C8H12N2O
M.W : 152.19
SMILES Code : CC(O)(C1=NC(N)=CC=C1)C

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Application In Synthesis of [ 1446793-28-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1446793-28-7 ]

[ 1446793-28-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 638218-78-7 ]
  • [ 1446793-28-7 ]
YieldReaction ConditionsOperation in experiment
56% With copper(I) oxide; ammonium hydroxide; potassium carbonate; N,N-dimethylethylenediamine; In 1,2-dimethoxyethane; at 60℃; for 6h;Inert atmosphere; Step 2 2-(6-Aminopyridin-2-yl)propan-2-ol A heavy walled sealable tube was loaded under an argon atmosphere with copper (I) oxide (53.0 mg, 370 muiotaetaomicron), <strong>[638218-78-7]2-(6-bromopyridin-2-yl)propan-2-ol</strong> (1600 mg, 7.4 mmol), ammonium hydroxide 28% solution (16.5 M, 9.0 mL, 148 mmol), K2C03 (205 mg, 1.48 mmol), N,N- dimethylethylenediamine (65 mg, 81 mu^, 740 muiotaetaomicron) and ethyleneglycol (14.8 mL). The reaction was stirred for 6 h at 60 C, then cooled to room temperature and extracted with dichloromethane (3x25mL). The combined organic extracts were dried over magnesium sulfate, concentrated in vacuo and then purified by chromatography (spherical silica 20-45 muMu, 23g, Versaflash Supelco, eluting with 0 to 5 % of a 1 :9 ammonium hydroxide: methanol solution in dichloromethane, 20 min) to obtain 2-(6-aminopyridin-2-yl)propan-2-ol (626 mg, 56 %) as a light yellow liquid. 1H NMR (CHLOROFORM-d) delta: 7.44 (t, J = 7.7 Hz, 1H), 6.67 (d, J = 7.6 Hz, 1H), 6.38 (d, J = 7.9 Hz, 1H), 5.12 (s, 1H), 4.38 - 4.55 (m, 2H), 1.49 (s, 6H); MS (EI/CI) m/z: 153.1, 155.1 [M + H].
55.5% With copper(I) oxide; ammonium hydroxide; potassium carbonate; N,N-dimethylethylenediamine; In ethylene glycol; at 60℃; for 6h;Sealed tube; Inert atmosphere; Step 2 2-(6-Aminopyridin-2-yl)propan-2-ol A heavy walled resealable tube was loaded under an argon atmosphere with copper (I) oxide (53.0 mg, 370 mumol), <strong>[638218-78-7]2-(6-bromopyridin-2-yl)propan-2-ol</strong> (1600 mg, 7.4 mmol), ammonium hydroxide 28% solution (16.5 M) (8.98 mL, 148 mmol), K2CO3 (205 mg, 1.48 mmol), N,N-dimethylethylenediamine (65.3 mg, 81.3 muA, 740 mumol) and ethyleneglycol (14.8 mL). The reaction was stirred for 6 h at 60 C. After cooling to room temperature, the reaction mixture was extracted with dichloromethane (3*25 mL), combined organics dried over magnesium sulfate and evaporated. The residue was purified by flash chromatography (spherical silica 20-45 muM, 23 g, Versaflash Supelco) eluting with 0 to 5% over 20 min (10% ammonium hydroxide in methanol)/dichloromethane to give 2-(6-aminopyridin-2-yl)propan-2-ol (626 mg, 55.5% yield) as a light yellow liquid. 1H NMR (CHLOROFORM-d) delta: 7.44 (t, J=7.7 Hz, 1H), 6.67 (d, J=7.6 Hz, 1H), 6.38 (d, J=7.9 Hz, 1H), 5.12 (s, 1H), 4.38-4.55 (m, 2H), 1.49 (s, 6H); LC-MS 153.1, 155.1 [M+H]+.
 

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