Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butylamine | HCID 8007 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 18767769 | HCID 18767769 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- | HCID 81646 | — |
| Product | HCID 18767793 | HCID 18767793 | 97.1% |
Reaction Steps
To a solution of Benzyl-[1-(4-fluoro-benzenesulfonyl)-azetidin-3-yl]-carbamicacid tert-butyl ester (0.21 g, 0.5 mmol) in N,N′-dimethylpropyleneurea (0.5 ml) was added butylamine (0.15 g, 2 mmol) and potassium carbonate (0.07 g, 0.5 mmol), and the mixture was stirred at 50° C. for 2 days. It was then cooled to room temperature and diluted with water (20 ml). The aqueous phase was removed, and the residue dissolved in ether (20 ml). The ether solution was washed with 0.5 N HCl, saturated sodium bicarbonate solution, and brine, and dried over anhydrous sodium sulfate. It was then filtered through a pad of silica gel. The filtrate was evaporated, and the residue was triturated with hexanes to give 0.23 g of a white solid; m.p. 115-116° C.; MS (ES) m/z 474.1 (MH+); HRMS (El) Calcd. for C25H35N3O4S (M+): 473.2348, Found: 473.2338.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06498170B2 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-fcfd9736bdd346d9b0e33fd96a47cffa |
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| Source note | uspto-grants-2002_12 |
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