Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 3-(4-Methoxyphenyl)-1-propanol | HCID 79406 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 178517828 | HCID 178517828 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 135899298 | HCID 135899298 | — |
Reaction Steps
In a screw-capped glass tube, 3-(4-methoxyphenyl)-1-propanol ([5406-18-8], 137 mg, 0.826 mmol) was added to a mixture of 2-chloropyrido[2,3-d]pyrimidin-4(1H)-one ([93049-38-8], 50 mg, 0.28 mmol) and KOtBu (62 mg, 0.55 mmol) in DMSO (2 ml). The mixture was heated (3 days, 120° C.) and the title compound was isolated from the product mixture by reversed-phase, preparative HPLC (Agilent Zorbax XdB C18 column, solvent gradient 5-95% CH3CN in 0.1% TFA(aq) over 7 min, flow rate 30 ml/min). MS: m/e=310.5 [M−H−], 1H NMR (d6-DMSO): δ 2.02 (dd, 2H), 3.36 (d, 2H), 3.71 (s, 3H), 4.42 (d, 2H), 6.86 (d, 2H), 7.15 (d, 2H), 7.36 (dd, 1H), 8.38 (d, 1H), 8.79 (d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07572801B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-068c881b690c45889f35cf091ec9256e |
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| Source note | uspto-grants-2009_08 |
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