Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Ethylpiperazine | HCID 79196 | — |
| Reactant | HCID 86650113 | HCID 86650113 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86650117 | HCID 86650117 | 71.2% |
Reaction Steps
To a stirred solution of ((1S,3R)-3-(tert-butoxycarbonylamino)cyclopentyl)methyl 4-methylbenzenesulfonate (Intermediate 18-step 2, about 0.5 g) in DCM (50 ml) potassium carbonate (about 0.3 g) was added at room temperature and cooled to about 0° C. After ten minutes, 1-ethyl piperazine (0.23 g) was added and stirred the reaction at room temperature for about 6 hours then completion of the reaction monitored by TLC. The reaction mixture was neutralized and extracted with DCM, the organic layer was dried over Na2SO4 and concentrated under reduced pressure to furnish the title compound (0.3 g) as a pale yellow solid. 1H NMR (300 MHz, CDCl3: 1.09-1.24 (m, 3H); 1.39 (s, 9H); 2.29-2.60 (m, 4H); 2.79-2.80 (m, 10H); 3.06-3.18 (m, 6H); 3.70-3.73 (m, 1H); ES Mass: 312 (100%) [M+1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09067966B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-ce54d6db1f094b8dad51255d5aeaf2a3 |
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| Source note | uspto-grants-2015_06 |
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