HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803262Generated: November 1, 2026
Trifluoroacetic acid → HCID 46864596, compound
https://huagongshe.com/reaction/1803262
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Methylpyridine-4-boronic acid | HCID 4192664 | — |
| Reactant | HCID 86632611 | HCID 86632611 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 46864596 | HCID 46864596 | 35% |
Reaction Steps
A mixture of N-(4-bromo-3-methoxyphenyl)-4-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazol-2-amine, TFA (70 mg, 0.13 mmol), 2-methylpyridin-4-ylboronic acid (36 mg, 0.26 mmol), tetrakis(triphenylphosphine)palladium(0) (7.6 mg, 6.6 μmol) and Cs2CO3 (172 mg, 0.529 mmol) in DME (994 μL)/water (328 μL) was heated at 100° C. for 18 h. The crude reaction products were purified using preparatory HPLC (Solvent A=10% MeOH-90% water-0.1% TFA, Solvent B=90% MeOH-10% water-0.1% TFA. Column: Phenomenex Luna 30×100 mm, S10, flow rate: 40 ml/min, 40-100% B, 40 min) to afford 30 mg (35% yield) of the titled compound as a yellow oil. LC-MS (M+H)+ 428.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08349880B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-5a44dc3ce20043afa22dfe4915219a01 |
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| Source note | uspto-grants-2013_01 |
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