Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4'-Fluorobiphenyl-4-sulfonyl chloride | HCID 2794749 | — |
| Reactant | 1,1-Dimethylethyl (2S)-2-methyl-4-{[4-(methylamino)phenyl]methyl}-1-piperazinecarboxylate | HCID 59262131 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59532403 | HCID 59532403 | 30.9% |
Reaction Steps
D3 (100 mg, 0.31 mmol) and triethylamine (65 ul, 0.47 mmol) were combined in dry DCM (3 mL) under argon. 4′-Fluoro-4-biphenylsulfonyl chloride (93 mg, 0.34 mmol) was added dropwise in a solution of dry DCM (3 mL). The reaction mixture was stirred at room temperature under argon for 19 h and diluted with DCM (20 mL) and washed with water then the organic layer was dried (Na2SO4) and concentrated in vacuo. The crude material was purified by chromatography eluting with 0-100% Et2O/petroleum ether to afford the title compound (53 mg), δH (CDCl3), 400 MHz: 1.23 (3H, d), 1.46 (9H, s), 2.01 (1H, m), 2.14, 1H, dd), 2.57 (1H, m), 2.74 (1H, m), 3.10 (1H, m), 3.21 (3H, s), 3.39-3.51 (2H, AB), 3.81 (1H, d), 4.19 (1H, br.s), 7.08 (2H, d), 7.17 (2H, t), 7.28 (2H, m), 7.57 (2H, dd), 7.61 (4H, s). MS (ES+): MH+ 554.3
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07964597B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-a5756cf4c92841ea902d703078cd2595 |
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| Source note | uspto-grants-2011_06 |
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