ChemicalBook CAS DataBase List 1-DIMETHYLAMINO-2-PROPYNE

1-DIMETHYLAMINO-2-PROPYNE synthesis

5synthesis methods

Product Name:1-DIMETHYLAMINO-2-PROPYNE
CAS Number:7223-38-3
Molecular formula:C5H9N
Molecular Weight:83.13

124-40-3
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$18.00/100ml

106-96-7 Synthesis

106-96-7
330 suppliers
$30.00/25g

7223-38-3
87 suppliers
$23.00/5mL

Yield:7223-38-3 41%

Reaction Conditions:

at 0 - 20; for 10 h;

Steps:

2.28. 2-(3-(4-((Dimethylamino)methyl)-1H-1,2,3-triazol-1-yl)-2,2-dimethylpropyl)isoindoline-1,3-dione (42c)
To 33% dimethylamine solution (3.8 mL, 25.0 mmol) was added 3-bromo-propyne (0.88 mL, 11.3 mmol) dropwise at 0 °C. The reaction solution was stirred for 10 h at room temperature and filtered to remove the solid. The filter cake was rinsed with THF (15 mL). The combined filtrate was concentrated in vacuo to afford N,N-dimethylprop-2-yn-1-amine (382 mg, 41%). To N,N-dimethylprop-2-yn-1-amine (382 mg, 4.6 mmol) was added 48 (1.00 g, 3.9 mmol), copper (I) iodide (74.3 mg, 0.39 mmol) and triethylamine (0.63 mL, 4.6 mmol) at room temperature. The mixture was stirred at 70 °C for 7 h. After diluted with ethyl acetate (30 mL), it was washed twice with saturated NH4Cl aqueous solution and brine, dried over Na2SO4, filtered and evaporated in vacuo. The residue was purified by silica gel chromatography (CH2Cl2/ MeOH) to afford 42c as a white solid (1.0 g, 76%).

References:

Sun, Xiaowei;Wen, Xiaoan;Chen, Yan-Yan;Shi, Chen;Gao, Chengzhe;Wu, Yong;Wang, Li-Jun;Yang, Xiu-Hong;Sun, Hongbin [European Journal of Medicinal Chemistry,2015,vol. 103,p. 269 - 288] Location in patent:supporting information

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