HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615557Generated: November 1, 2026
HCID 68182884, compound → HCID 68183401, compound
https://huagongshe.com/reaction/1615557
Participants
| Role | Name | HCID | Charge |
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| Reactant | HCID 68182884 | HCID 68182884 | — |
| Catalyst | Rhodium chloride | HCID 24872 | — |
| Solvent | 1-Propanol | HCID 1031 | — |
| Product | HCID 68183401 | HCID 68183401 | 88.2% |
Reaction Steps
A mixture of methyl rel-(4R,5R)-6-allyl-4-(3,4-dichlorophenyl)-2-(morpholin-4-yl)-7-oxo-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-5-carboxylate (0.344 g, 0.714 mmol) and rhodium(III)chloride, (22.2 mg, 0.106 mmol) in 1-propanol (9.0 mL) was heated in a sealed tube under argon at 120° C. for 50 h. The reaction mixture was evaporated and purified by silica gel chromatography to afford the product as a white solid (0.278 g, 88%). LCMS: (AA), ES+: 441, 443, 1H NMR (400 MHz, CDCl3) δ 7.38 (d, J=8.3 Hz, 1H), 7.34-7.25 (m, 1H), 7.04 (dd, J=8.3, 2.0 Hz, 1H), 5.68 (s, 1H), 5.57 (s, 1H), 4.59 (d, J=2.9 Hz, 1H), 4.20-4.19 (m, 1H), 3.81-3.79 (m, 4H), 3.74 (s, 3H), 3.20-3.18 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765746B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-a6b06724939948e7afe4aae5b9735942 |
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| Source note | uspto-grants-2014_07 |
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