4-(6-Chloro-pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester synthesis
- Product Name:4-(6-Chloro-pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester
- CAS Number:203519-88-4
- Molecular formula:C13H19ClN4O2
- Molecular Weight:298.77
1193-21-1
555 suppliers
$13.00/5g
221050-88-0
88 suppliers
$23.00/250mg
203519-88-4
45 suppliers
$265.00/250mg
Yield: 72%
Reaction Conditions:
with tris-(dibenzylideneacetone)dipalladium(0);4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;sodium t-butanolate in toluene at 100;Inert atmosphere;Buchwald-Hartwig Coupling;
Steps:
25 5.1.23 tert-Butyl 4-(2-chloropyridin-4-yl)piperazine-1-carboxylate (29)
General procedure: A mixture of 4-bromo-2-chloropyridine (3.87 mL, 34.9 mmol), N-Boc-piperazine (5.00 g, 26.9 mmol), sodium tert-butoxide (3.87g, 40.3mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene(932.2 mg, 1.61 mmol), tris(dibenzylideneacetone)dipalladium (0) (492mg, 0.537mmol), and toluene (270mL) was stirred at 100°C overnight under N2 atmosphere. The mixture was diluted with water, and extracted with EtOAc. The organic layer was washed with water, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane-EtOAc) to give 29 (5.62g, 70%) as a colorless powder.
References:
Kono, Mitsunori;Matsumoto, Takahiro;Imaeda, Toshihiro;Kawamura, Toru;Fujimoto, Shinji;Kosugi, Yohei;Odani, Tomoyuki;Shimizu, Yuji;Matsui, Hideki;Shimojo, Masato;Kori, Masakuni [Bioorganic and Medicinal Chemistry,2014,vol. 22,# 4,p. 1468 - 1478]
1193-21-1
555 suppliers
$13.00/5g
57260-71-6
740 suppliers
$5.00/5g
203519-88-4
45 suppliers
$265.00/250mg
57260-71-6
740 suppliers
$5.00/5g
203519-88-4
45 suppliers
$265.00/250mg