Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Methoxyethylamine | HCID 8018 | — |
| Reactant | 4-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]benzoic acid methyl ester | HCID 53711670 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 53829439 | HCID 53829439 | 78.1% |
Reaction Steps
4-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]benzoic acid methyl ester (1.6 g) was dissolved in methanol (35 ml) and then, 2-methoxyethylamine (0.68 g) was added. And then, the reaction mixture was heated to reflux for 10 hours. The mixture was cooled, and after excess of water was added slowly to the solution at 35~40° C. to precipitate the crystals, the solution was slowly cooled again, stirred at 10° C. for 1 hour and filtered. The filtered solid was washed with a co-solvent (water:methanol=4:1, v/v) and was recrystallized using isopropanol and ether, filtered and dried to give 1.39 g (yield: 78%) of the desired compound. m.p.: 120~121° C.; 1H-NMR(CDCl3), ppm: δ 1.23(d, 6H), 3.15(m, 4H), 3.38(s, 3H), 3.55(m, 5H), 3.64(m, 2H), 3.91(m, 2H), 6.55(m, 1H), 6.90(m, 1H), 6.99(m, 1H), 7.49(m, 2H), 7.70(m, 1H), 7.81(m, 2H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05922871 |
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| Source dataset | uspto-grants-1999_07 |
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| ORD ID | ord-c6ce4b115d2d4f4480e6ca71b77dd25b |
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| Source note | uspto-grants-1999_07 |
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