Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Hydroxypyrrolidine | HCID 98210 | — |
| Reactant | HCID 85902280 | HCID 85902280 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67156766 | HCID 67156766 | — |
Reaction Steps
4-Chloro-N-(4-methylphenyl)thieno[3,2-c]pyridine-2-sulfonamide (60.0 mg, 0.17 mmol) in dry DMF (1 mL) and NaH (5.1 mg, 0.21 mmol) was added to pyrrolidin-3-ol (18.5 mg, 0.21 mmol) under nitrogen. The mixture was heated in the microwave at 200° C. in 5 min. The product was purified by preparative HPLC. Yield: 29.9 mg (43.4%). 1H NMR (270 MHz, CH3OH-d4) δ ppm 8.09 (s, 1H) 7.71 (d, J=6.93 Hz, 1H) 7.46 (d, J=6.93 Hz, 1H) 7.47-7.44 (m, 4H) 4.67 (d, J=3.22 Hz, 1H) 3.97 (s, 2H) 2.26 (s, 3H). LC-MS 390 (M−H)+; Purity (HPLC) 99%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07943639B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-572fda6cde824d74b8286f3252443ace |
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| Source note | uspto-grants-2011_05 |
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