HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1818945Generated: November 1, 2026
Tetrabutylammonium Fluoride → 4-chloro-6-(1-methyl-1H-[1,2,3]triazol-4-yl)-thieno[3,2-d]pyrimidine
https://huagongshe.com/reaction/1818945
Participants
| Role | Name | HCID | Charge |
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| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 4-chloro-6-(1-trimethylsilanylmethyl-1H-[1,2,3]triazol-4-yl)-thieno[3,2-d]pyrimidine | HCID 86603174 | — |
| Catalyst | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-chloro-6-(1-methyl-1H-[1,2,3]triazol-4-yl)-thieno[3,2-d]pyrimidine | HCID 86094981 | — |
Reaction Steps
To a solution of compound 48.3 (0.5 mmol) in THF (10.0 mL) was added several drops of water and TBAF (0.55 mmol; 1.0 M in THF) at 0° C. The resulting mixture was stirred at 0° C. for 15 minutes, concentrated and washed with hexanes. The white solid that formed was suspended in ice water (10 mL), filtered, washed with ice water and dried in vacuo to provide 4-chloro-6-(1-methyl-1H-[1,2,3]triazol-4-yl)-thieno[3,2-d]pyrimidine (compound 48.4) in 95% yield. EIMS (m/z): calcd. for C9H6ClN5S (M+)+H 252.00. found 252.00.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07601725B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-6c5d0022afdd4b6da47f920f44fb840e |
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| Source note | uspto-grants-2009_10 |
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