반응 #66188

반응 방정식

compound

2-(6-Chloropyrimidin-4-yl)-4-pyridin-3-yl-1,2-dihydro-3H-pyrazol-3-one

N,N-diisopropylethylamine

3,3-difluoroazetidine hydrochloride

→

2-[6-(3,3-Difluoroazetidin-1-yl)pyrimidin-4-yl]-4-pyridin-3-yl-1,2-dihydro-3H-pyrazol-3-one hydrochloride

용매

ethanol

반응 조건

후처리

1. 1
   기타reacted at 120° C. in a single-mode microwave oven (CEM Explorer) for 40 min
2. 2
   기타The solvent is then removed
3. 3
   기타Undissolved components are removed by filtration
4. 4
   기타the solution obtained
5. 5
   기타is purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% TFA)
6. 6
   농축concentrated on a rotary evaporator
7. 7
   기타the residue is dried under high vacuum
8. 8
   여과The solid is filtered off
9. 9
   세척washed with tert-butyl methyl ether
10. 10
    기타dried under high vacuum

실험 절차

100 mg (0.4 mmol) of the compound from Example 23, 94 mg (0.7 mmol) of N,N-diisopropylethylamine and 95 mg (0.731 mmol) of 3,3-difluoroazetidine hydrochloride are suspended in 3 ml of ethanol and reacted at 120° C. in a single-mode microwave oven (CEM Explorer) for 40 min. The solvent is then removed, and the residue is taken up in 6 ml of DMSO. Undissolved components are removed by filtration, and the solution obtained is purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% TFA). The product-containing fractions are combined and concentrated on a rotary evaporator, and the residue is dried under high vacuum. The residue is then stirred in 5 ml of a 4 N solution of hydrogen chloride in dioxane for 30 min. The solid is filtered off, washed with tert-butyl methyl ether and dried under high vacuum.

출처