HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451415Generated: October 31, 2026
Diisopropylethylamine → 2-{6-(4-Chloro-benzyl)-2-[1-(6-methyl-pyrimidin-4-yl)-piperidin-4-ylamino]-pyrimidin-4-yl}-propan-2-ol
https://huagongshe.com/reaction/451415
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(6-Methylpyrimidin-4-yl)piperidin-4-amine dihydrochloride | HCID 67342133 | — |
| Reactant | 2-[2-Chloro-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-ol | HCID 86656701 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-{6-(4-Chloro-benzyl)-2-[1-(6-methyl-pyrimidin-4-yl)-piperidin-4-ylamino]-pyrimidin-4-yl}-propan-2-ol | HCID 53353339 | — |
Reaction Steps
To a solution of 1-(6-methyl-pyrimidin-4-yl)-piperidin-4-ylamine dihydrochloride (53 mg, 0.2 mmol) and N,N-diisopropylethyl amine (120 L, 0.7 mmol) in N-methyl-pyrrolidinone (0.5 mL) was added a solution of 2-[2-chloro-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-ol (65.4 mg, 0.22 mmol)) in dioxane (1.5 mL). The reaction was heated at 160° C. in a microwave oven for 5 hours. The reaction was diluted with water and extracted twice with ethyl acetate. The combined organic layers were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using a gradient from AcOEt to AcOEt/EtOH 9:1 (v/v) as eluent. The title compound was obtained as a white solid (27 mg, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08486967B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-649f495cb4e046c3b1dc68efbc5e8599 |
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| Source note | uspto-grants-2013_07 |
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