HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1012703Generated: October 26, 2026
Sodium Carbonate → Methyl 7-[4-(4-morpholinyl)phenyl]-1-benzothiophene-2-carboxylate
https://huagongshe.com/reaction/1012703
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (4-(Morpholin-4-yl)phenyl)boronic acid | HCID 2795359 | — |
| Reactant | Methyl 7-bromobenzo[b]thiophene-2-carboxylate | HCID 18526159 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 7-[4-(4-morpholinyl)phenyl]-1-benzothiophene-2-carboxylate | HCID 58485644 | — |
Reaction Steps
3.42 ml of 2 M sodium carbonate solution and 83.5 mg (0.11 mmol) of PdCl2(dppf) are added to a solution of 619.1 mg (2.28 mmol) of methyl 7-bromo-1-benzothiophene-2-carboxylate (Example 6A) and 520 mg (2.51 mmol) of 4-(4-morpholinyl)phenylboronic acid in 10 ml DMF. The mixture is heated at 80° C. for 16 h. Cooling is followed by filtration through kieselguhr and purification by preparative HPLC. The concentrated product is dried under high vacuum. 146.7 mg (16.4% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07977485B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-fe7d48b752474d0fa3b5b594e318660e |
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| Source note | uspto-grants-2011_07 |
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