成人免费xx,国产又黄又湿又刺激不卡网站,成人性视频app菠萝网站,色天天天天

Welcome to chemicalbook!
Chinese English Japanese Germany Korea
400-158-6606
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List Tadalafil Impurity 19
477970-21-1

Tadalafil Impurity 19 synthesis

1synthesis methods
-

Yield:-

Reaction Conditions:

Stage #1: (6R,12aR)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dionewith sodium hydride in tetrahydrofuran;mineral oil at 20; for 0.583333 h;
Stage #2: methyl iodide in tetrahydrofuran;mineral oil; for 3 h;

Steps:

6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2,7-dimethyl-2,3,12,12a-tetrahydropyrazino[1',2':1,6] pyrido[3,4-b]indole-1,4(6H,7H)-dione(4a)

To a suspension of NaH (60 % in mineral oil,2.68 mg, 0.067 mmol) in THF (0.5 mL) was added tadalafil1 (8.7 mg, 0.022 mmol) in dry THF (0.2 mL). The reaction was stirred for 35 minutes at room temperature before adding iodomethane (9.51 mg, 0.067 mmol), and then the reaction mixture was stirred for 3 hours. To the reaction was then added water and EtOAc. The aqueous layer was extracted 3x with EtOAc. The organics were combined, washed with brine (1x) and dried over Na2SO4. The solvent was concentrated. The crude material was added to a silica column and was eluted with 70-100% EtOAc in hexane to provide 4a (NEU-0000256) as a white solid. 1H NMR (500 MHz, CDCl3) δ 7.53 (d, J = 7.5 Hz, 1H), 7.29 (t, J =7.75 Hz, 1H), 7.25 (m, 1H), 7.16 (t, J = 7.25 Hz, 1H), 7.02 (s, 1H), 6.80 (, J = 2.0 Hz, 1H), 6.71 (d, J = 8.5 Hz, 1H), 6.65 (d, J = 6.5 Hz, 1H), 5.95 (s, 2H), 4.32 (dd, J= 11.5 Hz, J = 4.75 Hz, 1H), 4.15 (d, J = 18 Hz, 1H), 4.01 (d, J = 18 Hz, 1H), 3.55 (dd, J= 15.5 Hz, J = 4.5 Hz, 1H), 3.42 (s, 3H), 3.00 (s, 3H), 2.95 (dd, J= 15.5 Hz, J = 11 Hz, 1H). LCMS found 404.01, [M+H]+.

References:

Ochiana, Stefan O.;Gustafson, Alden;Bland, Nicholas D.;Wang, Cuihua;Russo, Michael J.;Campbell, Robert K.;Pollastri, Michael P. [Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,# 7,p. 2582 - 2584] Location in patent:supporting information; experimental part

Tadalafil Impurity 19 Related Search: