[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl[C:8]1[N:12]([CH3:13])[N:11]=[C:10]([CH2:14][CH3:15])[C:9]=1[CH:16]=[O:17]>CN(P(N(C)C)(N(C)C)=O)C.O>[CH2:14]([C:10]1[C:9]([CH:16]=[O:17])=[C:8]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[N:12]([CH3:13])[N:11]=1)[CH3:15]Morpholine (35.15 g, 0.4 mol) and water (30 mL) were added under stirring at room temperature to a mixture of 5-chloro-3-ethyl-1-methyl-1H-pyrazole-4-carbaldehyde from Step 2 (35 g, 0.202 mol) in HMPA (30 mL). The reaction mixture was heated at 90° C. for 8 h, then diluted with water and extracted with ethyl acetate (3×100 mL). The organic extracts were washed with water to obtain a weak alkaline media, dried over Na2SO4 and evaporated. The residue was purified by chromatography (hexane/ethyl acetate) on silica gel to afford 37.2 g (82.6%) of the title product. Satisfactory C,H,N-analysis was obtained.
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