HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 898135Generated: October 31, 2026
Morpholine → 4-[1-(2-Hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethyl]-morpholine
https://huagongshe.com/reaction/898135
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 1-(2-Hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanone | HCID 69292755 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Titanium isopropoxide | HCID 11026 | — |
| Product | 4-[1-(2-Hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethyl]-morpholine | HCID 11336275 | 34% |
Reaction Steps
1-(2-Hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanone (200 mg, 0.79 mmol) and morpholine (138 μL, 1.58 mol) were dissolved in tetraisopropyl orthotitanate (0.5 mL) and heated at 80° C. for 16 h. The brown solution was diluted with 2-propanol (5 mL) and treated with sodium cyanoborohydride (32 mg, 0.5 mmol) at 20° C. for 6 h. Extraction: 2×AcOEt, 2× sat. NH4Cl solution. Chromatography: Si-amine, heptane/ethyl acetate 85:15. One obtained 86 mg (34%) of a yellow oil. MS: m/z=324 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07351700B2 |
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| Source dataset | uspto-grants-2008_04 |
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| ORD ID | ord-ab5171619d60457e82aa081470e960ae |
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| Source note | uspto-grants-2008_04 |
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