Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-cyclopropyl-1H-pyrazol-5-amine | HCID 2758014 | — |
| Reactant | 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline | HCID 12602864 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178418773 | HCID 178418773 | — |
Reaction Steps
To a solution of 2,4-dichloro-5,6,7,8-tetrahydroquinazoline (500 mg, 2.46 mmol) and 3-amino-5-cyclopropylpyrazole (303 mg, 2.46 mmol) in DMF (10 mL) is added triethylamine (0.357 mL, 2.56 mmol) followed by sodium iodide (368 mg, 2.46 mmol) and the reaction mixture is heated at 90° C. for 20 h. The reaction mixture is partitioned between ethyl acetate and aqueous saturated NaHCO3. The organic layer is washed with brine and evaporated in vacuo. The residue is purified by flash chromatography (SiO2, hexane/AcOEt gradient) to give (2-chloro-5,6,7,8-tetrahydroquinazolin-4-yl)-(5-cyclopropyl-2H-pyrazol-3-yl)-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07087603B2 |
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| Source dataset | uspto-grants-2006_08 |
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| ORD ID | ord-a28ecc973c654c54922bd5a78d0be79a |
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| Source note | uspto-grants-2006_08 |
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