Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 59331303 | HCID 59331303 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68431249 | HCID 68431249 | 66% |
Reaction Steps
To a solution of 2-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-5-(1,3-thiazol-2-yl)-1H-pyrrole-3-carboxamide (0.147 g) in N,N-dimethylformamide (5 mL) was added cyanuroyl chloride (0.061 g) under ice-cooling, m and the mixture was warmed to room temperature and stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=30:70-70:30, volume ratio), and recrystallized from hexane-diethyl ether to give the title compound (0.093 g, yield 66%) as colorless crystals. MS: 468 (MH+). melting point 114-116° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318746B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-d4cfaf12ecf14c61be0599b3e16bdd05 |
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| Source note | uspto-grants-2012_11 |
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