HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036166Generated: October 29, 2026
Water → 2-chloro-4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin-1-yl]pyrimidine
https://huagongshe.com/reaction/1036166
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (R)-2-(naphthalen-1-yloxymethyl)pyrrolidine | HCID 46845432 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-chloro-4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin-1-yl]pyrimidine | HCID 49766194 | 64.4% |
Reaction Steps
327 mg of 2,4-dichloropyrimidine are dissolved in 20 ml of isopropanol, and 0.8 ml of N-ethyldiisopropylamine and 500 mg of (R)-2-(naphthalen-1-yloxymethyl)pyrrolidine are added. This mixture is warmed at 80° C. for 6 h. After cooling, the batch is poured into 40 ml of water and 40 ml of ethyl acetate. After phase separation, the organic phase is dried, evaporated and chromatographed on silica gel, giving 480 mg of 2-chloro-4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin-1-yl]pyrimidine as colourless oil;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546406B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-9e861771b4794dd2a7630687df19aba4 |
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| Source note | uspto-grants-2013_10 |
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