Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4-Dichloro-5-methoxypyrimidine | HCID 601401 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 77230955 | HCID 77230955 | 99.7% |
Reaction Steps
A mixture of 2,4-dichloro-5-methoxypyrimidine (85 g, 475 mmol), and K2CO3 (78.8 g, 570 mmol) in allyl alcohol (320 mL, 4.75 mol) was heated to 70° C. for 5 h before being cooled to r.t. and diluted with DCM, filtered through Celite (DCM wash) and concentrated to give 95.0 g (99.7%) of 2-chloro-5-methoxy-4-(prop-2-en-1-yloxy)pyrimidine. 1H-NMR (CDCl3, 300 MHz) δ 7.85 (s, 1H), 6.09-5.99 (m, 1H), 5.43-5.38 (m, 1H), 5.31-5.27 (m, 1H), 4.91 (m, 2H), 3.87 (s, 3H). MS (ESI) m/z (M+H)+ 201.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08969364B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-a5ab78611e8d4e7e8771347d6a15edfb |
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| Source note | uspto-grants-2015_03 |
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