Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | HCID 42644590 | HCID 42644590 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 42644592 | HCID 42644592 | 67.3% |
Reaction Steps
4-[4-(Azepane-1-carbonyl)-thiophen-2-yl]-piperidine-1-carboxylic acid benzyl ester (0.037 g, 0.087 mmol) was dissolved in acetic acid. N-chlorosuccinimide (0.09 mmol) was added and the reaction heated to 100° C. for 2.5 minutes using microwave irradiation. The product was purified by HPLC, eluting with 20%-98% acetonitrile in water (0.1% formic acid). The fractions containing the desired product were concentrated under vacuum to give the title compound (0.027 g). LCMS m/z 461.24 [M+H]+ RT=13.23 min (Analytical Method 1). 1H NMR (400 MHz, CHCl3-d): δ 7.4-7.25 (m, 5H), 6.6 (m, 1H), 5.1 (s, 2H), 4.3 (m, 2H), 3.65 (m, 2H), 3.35 (t, 2H), 2.9-2.8 (m, 3H), 2.0-1.9 (m, 2H), 1.85-1.75 (m, 2H), 1.7-1.6 (m, 8H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08362008B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-a704fb60cf5e496c861e07a4a4b310e4 |
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| Source note | uspto-grants-2013_01 |
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