HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918216Generated: November 1, 2026
Tolylboronic acid → Methyl 4-(benzyloxycarbonylamino)-5-bromo-2-p-tolylthiophene-3-carboxylate
https://huagongshe.com/reaction/1918216
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tolylboronic acid | HCID 79799 | — |
| Reactant | Methyl 4-(((benzyloxy)carbonyl)amino)-2,5-dibromothiophene-3-carboxylate | HCID 58191482 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Solvent | Ethanol toluene water | HCID 86587398 | — |
| Product | Methyl 4-(benzyloxycarbonylamino)-5-bromo-2-p-tolylthiophene-3-carboxylate | HCID 58191383 | — |
Reaction Steps
Palladium tetrakis-triphenylphosphine is added to a degassed solution of dibromide 155 and p-tolylboronic acid 175 in ethanol: water:toluene (2:1:1) and sodium carbonate. The resulting mixture is heated under N2 and stirred for 1 h at 80° C. The mixture is then cooled filtered through a 0.45 μm syringe filter and concentrated under reduced pressure. Flash chromatography (ISCO system, silica, 0-50% ethyl acetate in hexane) provides 176.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08618307B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-c1ea89d8a4af4adb96c2cc940bf2214a |
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| Source note | uspto-grants-2013_12 |
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