HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442781Generated: October 31, 2026
Potassium Carbonate → HCID 70208312, compound
https://huagongshe.com/reaction/442781
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(Diethylboryl)pyridine | HCID 642851 | — |
| Reactant | 3-Amino-5-chlorothieno[3,2-b]pyridine-2-carboxylic acid methyl ester | HCID 10752715 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70208312 | HCID 70208312 | 81% |
Reaction Steps
A solution of the methyl 3-amino-5-chloro-thieno[3,2-b]pyridine-2-carboxylate prepared as described in Example 5A (0.252 g), diethyl 3-pyridyl-borane (0.155 g), Pd(dppf)Cl2 (0.082 g) and K2CO3 (420 mg) in degassed DMF (5 mL) was heated to 95° C. for 1.5 h, cooled, quenched in sat'd NH4Cl, the solid precipitate collected and chromatographed 9:1 hexane/EtOAc to give 0.24 g (81%) of the title compound: 1H NMR (300MHz, CDCl3) δ 3.95 (3H, s), 6.30 (2H, br s), 7.45 (1H, dd), 7.86 (1H, d), 8.19 (1H, d), 9:1 hexane/EtOAc to give 0.24 g (81%) of the title compound: 1H NMR (300MHz, CDCl3) δ 3.95 (1H, dd), 9.32 (1H, br d).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05891882 |
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| Source dataset | uspto-grants-1999_04 |
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| ORD ID | ord-3a371e29ed134ff6b2a62ebb6403236d |
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| Source note | uspto-grants-1999_04 |
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