Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Amino-2-methyl-1-propanol | HCID 11807 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | 4-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]benzoic acid | HCID 10959558 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54288884 | HCID 54288884 | 84% |
Reaction Steps
4-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]benzoic acid (1.5 g) was dissolved in methylene chloride (45 ml), and then triethylamine (0.73 ml) was added and cooled. Pivaloyl chloride (0.58 ml) was added slowly to the solution at 0~5° C. and the mixture was stirred at 5° C. for 2 hours. And then, pyridine (0.65 ml) and 2-amino-2-methyl-1-propanol (0.4 g) were added in order, the solution was stirred at 0~5° C. for 2 hours and heated to 20° C. and stirred for 1 hour. The reaction mixture was washed with water twice and dried over anhydrous magnesium sulfate. Then, the solvent was concentrated under reduced pressure. The concentrated residue was crystallized by treatment with ether and further recrystallized using ethyl acetate and ether. The recrystallized product was filtered and dried to give 1.5 g (yield: 84%) of a desired compound.
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-d6abe4ced3bc46419728c40ed0ba386d |
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| Source note | uspto-grants-1999_07 |
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