Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 86612371 | HCID 86612371 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58870816 | HCID 58870816 | 63.7% |
Reaction Steps
To the solution of 1H-pyrrole-2-carboxylic acid {4-[4-(diethylcarbamoyl-phenyl-methyl)-piperidin-1-yl]-3-fluoro-phenyl}-amide (40 mg, 0.084 mmol) in THF (5 mL), NaOtBu (48 mg, 0.50 mmol) and ethyl bromide (54 mg, 0.50 mmol) was added. The mixture was stirred at 25° C. for 1 h and purified by PTLC to provide the title compound (27 mg, 42%). MS: 505.4. 1H NMR (CDCl3): 7.65 (s, 1H), 7.46 (dd, J=4.0, 2.4, 1H), 7.28-7.21 (m, 5H), 7.10-7.16 (m, 1H), 6.90-6.82 (m, 2H), 6.69-6.67 (m, 1H), 6.12 (dd, J=3.9, 2.6, 1H), 4.49 (dd, J=14.3, 6.8, 2H), 3.50-3.12 (m, 7H), 2.71-2.63 (m, 1H), 2.53-2.46 (m, 1H), 2.31-2.21 (m, 1H), 2.08-2.00 (m, 1H), 1.50-1.21 (m, 6H), 1.15-1.04 (m, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08183239B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-170a7ddcb2f04ff8af1fb6b6c20e630c |
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| Source note | uspto-grants-2012_05 |
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