反应详情

A solution of 3-(2-chloropyrimidin-4-yl)pyrazolo[1,5-a]pyridine (Intermediate 152, 256 mg, 1.00 mmol), p-toluene sulphonic acid monohydrate (271 mg, 1.43 mmol) and 2-methoxy-4-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)-5-nitroaniline (Intermediate 3, 250 mg, 0.95 mmol) and 2-pentanol (12 mL) was heated at reflux for 4 h under an atmosphere of N2. The mixture was then concentrated in vacuo and the residue was dissolved in CH3OH. This solution was purified by ion exchange chromatography, using an SCX column, eluting with 7M methanolic ammonia. Fractions containing the desired product were concentrated in vacuo to give a residue that was dissolved into hot DMF (10 mL). This solution was filtered and concentrated in vacuo to provide a gum that was triturated with CH3CN (10 mL) to give the title compound (285 mg, 66%) as a yellow powder; 1H NMR: 2.36 (5H, s), 2.67 (2H, s), 3.07 (2H, s), 4.02 (3H, s), 5.66 (1H, s), 7.00 (1H, s), 7.12 (1H, t), 7.41 (1H, m), 7.45 (1H, m), 8.45 (2H, t), 8.59 (1H, d), 8.83 (2H, t), 8.90 (1H, s); m/z: ES− M-H− 456.

1. temperatureat reflux for 4 h under an atmosphere of N2
2. concentrationThe mixture was then concentrated in vacuo
3. dissolutionthe residue was dissolved in CH3OH
4. customThis solution was purified by ion exchange chromatography
5. washeluting with 7M methanolic ammonia
6. additionFractions containing the desired product
7. concentrationwere concentrated in vacuo
8. customto give a residue that
9. filtrationThis solution was filtered
10. concentrationconcentrated in vacuo
11. customto provide a gum that
12. customwas triturated with CH3CN (10 mL)