HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891011Generated: October 26, 2026
Ammonia → 4-Chloro-6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-pyrimidine
https://huagongshe.com/reaction/1891011
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonia | HCID 222 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-3H-pyrimidin-4-one | HCID 136127574 | — |
| Product | 4-Chloro-6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-pyrimidine | HCID 58550519 | 87% |
Reaction Steps
A stirred suspension of 6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-3H-pyrimidin-4-one (0.17 g, 0.66 mmol) in POCl3 (2 mL) was heated at reflux for 1 h. The reaction mixture was cooled to about 5° C. and poured cautiously into 10 ml ice-water, ammonia (10 mL) was added and extracted with ethyl acetate (2×10 mL), organic layers were combined, washed with water (5 mL) then dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (eluent CHCl3-EtOAc, 10:1), yielding 0.16 g (87%) 4-chloro-6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-pyrimidine as colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08507498B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-45efdde72e244b72b9c55f8ff043cd37 |
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| Source note | uspto-grants-2013_08 |
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