HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189306Generated: October 25, 2026
Tributyl(prop-1-yn-1-yl)stannane → 2-chloro-N-(pentan-3-yl)-5-(prop-1-ynyl)pyrimidin-4-amine
https://huagongshe.com/reaction/2189306
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributyl(prop-1-yn-1-yl)stannane | HCID 2733165 | — |
| Reactant | 5-bromo-2-chloro-N-(pentan-3-yl)pyrimidin-4-amine | HCID 58015891 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-chloro-N-(pentan-3-yl)-5-(prop-1-ynyl)pyrimidin-4-amine | HCID 58015955 | 74.8% |
Reaction Steps
To a microwave vial is added a solution of (5-bromo-2-chloro-pyrimidin-4-yl)-(1-ethyl-propyl)-amine (0.5 g, 1.80 mmol) in anhydrous toluene (10 mL), tributyl(1-propynyl)-tin (1.1 mL, 3.6 mmol) and Pd(PPh3)4 (41.5 mg, 0.036 mmol). The reaction mixture is heated at 120° C. for 1 h by employing microwave. The reaction mixture is diluted with EtOAc, washed with NaHCO3 aqueous solution and water, dried over Na2SO4, and concentrated in vacuo. Purification with column chromatography (SiO2, EtOAC/hexane 1:5) gave 0.32 g of (2-chloro-5-prop-1-ynyl-pyrimidin-4-yl)-(1-ethyl-propyl)-amine
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08324225B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-e6db294ccfb348d28893616dc2af423e |
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| Source note | uspto-grants-2012_12 |
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