4-BOC-1-(6-METHYL-2-PYRIDYL)PIPERAZINE synthesis
- Product Name:4-BOC-1-(6-METHYL-2-PYRIDYL)PIPERAZINE
- CAS Number:127188-33-4
- Molecular formula:C15H23N3O2
- Molecular Weight:277.36
5315-25-3
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57260-71-6
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127188-33-4
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$61.10/1g
Yield:127188-33-4 95%
Reaction Conditions:
with sodium t-butanolate;tris-(dibenzylideneacetone)dipalladium(0);2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl in toluene at 70; for 1.5 h;
Steps:
1
tert-Butyl-4-(6-methylpyridin-2-yl)piperazine-1-carboxylate (32). In a sealed tube, 2-bromo-6-methylpyridine (461 mg, 2.68 mmol) Pd2(dba)2 (2%), BINAP (4%), and sodium t-butoxide (386.4 mg, 4.02 mmol) were added to N-Boc-piperazine (500 mg, 2.68 mmol) and the solids were dissolved in dry toluene (5 mL). The mixture was stirred at 70° C. for 90 min., filtered over Celite, washing with etylacetate and the organic layer was evaporated under reduced pressure. The crude was purified by flash chromatography (40% etylacetate in hexane) to give 32 as pail yellow solid (95% yield): mp (methanol) 84-85° C.; 1H NMR, 200 MHz, (CDCl3) δ 1.41 (s, 9H), 2.31 (s, 3H), 3.42 (m, 8H), 6.37 (m, 2H), 7.28 (m, 1H). ESI-MS m/z 300 [M+Na+], 278 [M+H+] (100). Anal (C15H23N3O2) C, H, N.
References:
US2009/238761,2009,A1 Location in patent:Page/Page column 35
18368-63-3
358 suppliers
$5.00/1g
57260-71-6
732 suppliers
$5.00/5g
127188-33-4
18 suppliers
$61.10/1g