Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | HCID 67407367 | HCID 67407367 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67427941 | HCID 67427941 | 18% |
Reaction Steps
To a solution of 50 mg (0.170 mmol) 5-hydroxy-3-methyl-2-(4-phenoxyphenyl)pyrimidin-4(3H)-one in 850 μl CH2Cl2 was added 23.8 mg (0.178 mmol)N-chlorosuccinimide. The reaction mixture was heated to 50° C. for 12 h, then cooled to rt, and concentrated in vacuo. Purification by HPLC gave 10.0 mg (18% yield) of 6-chloro-5-hydroxy-3-methyl-2-(4-phenoxyphenyl)pyrimidin-4(3H)-one. 1H NMR δ (ppm)(CDC3): 7.48-7.46 (2 H, m), 7.41-7.38 (2 H, m), 7.19 (1 H, d, 3=7.56 Hz), 7.09-7.05 (4 H, m), 6.43 (1 H, bs), 3.56 (3 H, s). FIRMS (ESI positive) calc (M+H)+=329.0687. Found 329.0693.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09260413B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-b1adcd455ec0456f98846b4d9f19640f |
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| Source note | uspto-grants-2016_02 |
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