HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523056Generated: October 26, 2026
5-(Tributylstannyl)-1,3-thiazole → 3-Chloro-6-(5-thiazolyl)isoquinoline
https://huagongshe.com/reaction/523056
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-(Tributylstannyl)-1,3-thiazole | HCID 2763257 | — |
| Reactant | 6-Bromo-3-chloroisoquinoline | HCID 22607530 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethoxyethane methanol | HCID 86595564 | — |
| Product | 3-Chloro-6-(5-thiazolyl)isoquinoline | HCID 89995746 | 28% |
Reaction Steps
A suspension of 6-bromo-3-chloroisoquinoline (39 mg, 0.16 mmol), 5-(tributylstannyl)-thiazole (72 mg, 0.19 mmol) and Pd(PPh3)4 (18.6 mg, 0.016 mmol) in DME/MeOH (3/1 mL) was stirred at 120° C. under microwave irradiation for 60 minutes. The reaction mixture was filtered and concentrated in vacuo. The residue was purified using Biotage silica gel column chromatography eluting with 25% EtOAc in cyclohexane to afford the title compound (11 mg, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09334286B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-d6c58911c82f49dea7effa019ccf4c40 |
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| Source note | uspto-grants-2016_05 |
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