HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 550647Generated: October 30, 2026
Triethylamine → 6-Bromo-2-[(4-methyl-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)carbonyl]pyrazolo[1,5-a]pyrimidine
https://huagongshe.com/reaction/550647
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Bromopyrazolo[1,5-a]pyrimidine-2-carboxylic acid | HCID 771938 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 4-Methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine | HCID 6485295 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 6-Bromo-2-[(4-methyl-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)carbonyl]pyrazolo[1,5-a]pyrimidine | HCID 24898763 | 48% |
Reaction Steps
To a solution of 6-bromo-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (0.7 g, 2.9 mmol, 1.0 equiv) and TBTU (1.0 g, 3.1 mmol, 1.1 equiv) in dry acetonitrile (20 mL), triethylamine (1 mL, 7.25 mmol, 2.5 equiv) and 4-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine (0.45 g, 2.9 mmol, 1 equiv) are added. The reaction mixture is stirred at 50° C. for 2 h and then at room temperature for 8 h. The reaction mixture is diluted with water (10 ml). The precipitate is filtered, washed sequentially with 50% aqueous ethanol, water, 5% aqueous ammonia, and diethyl ether, and then dried to provide 0.524 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07947689B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-d89a9695ed80473694606d7733426cc9 |
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| Source note | uspto-grants-2011_05 |
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