Sodium hydride → 6-(2-Methyl-2 H-1,2,4-triazol-3-ylmethoxy)-3-phenyl-7-(pyrrolidin-1-vl)-1,2,4-triazolo[4,3-b]pyridazine

To a solution of 6-chloro-3-phenyl-7-(pyrrolidin-1-yl)-1,2,4-triazolo[4,3-b]pyridazine (100 mg, 0.33 mmol) and 3-hydroxymethyl-2-methyl-1,2,4-triazole in dry DMF (5 ml) was added sodium hydride (60% dispersion in oil, 20 mg, 0.36 mmol). The mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with water (50 ml) and extracted with dichloromethane (3×25 ml). The combined extracts were washed with brine, dried over magnesium sulphate, filtered and evaporated. The solid was triturated with methanol, and collected by filtration to afford the title pyridazine (68 mg, 55%). 1H NMR (360 MHz, CDCl3) δ1.93-1.97 (4 H, m), 3.41-3.45 (4 H, m), 4.00 (3 H, s), 5.58 (2 H, s), 6.66 (1 H, s), 7.43-7.53 (3 H, m), 7.94 (1 H, s), 8.28 (2 H, d, J=8.3 Hz). MS (ES+) 377 [MH]+.

1. extractionextracted with dichloromethane (3×25 ml)
2. washThe combined extracts were washed with brine
3. dry with materialdried over magnesium sulphate
4. filtrationfiltered
5. customevaporated
6. customThe solid was triturated with methanol
7. filtrationcollected by filtration

ORDレコード

ord-933efefd08ea47288979dbfa9c362ad9

出典データセット

uspto-grants-2001_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06255305B1