Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Hydroxymethylthiophene-2-boronic acid | HCID 4374265 | — |
| Reactant | HCID 86667984 | HCID 86667984 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66959634 | HCID 66959634 | — |
Reaction Steps
To a solution of 5-chloro-3-methyl-7-(4-morpholinophenyl)pyrido[4,3-d]pyrimidin-4(3H)-one (6.0 mg, 0.017 mmol) in 1,4-dioxane (0.5 mL) were added crude 5-(hydroxymethyl)thiophen-2-ylboronic acid from Step A, 2M aqueous Na2CO3 solution (0.1 mL, 0.2 mmol), and a catalytic amount of Pd(PPh3)4. The reaction mixture was purged with N2 and heated at 140° C. by a microwave reactor for 15 minutes. The mixture was then cooled, quenched with H2O, extracted with EtOAc, and purified by preparatory LC/MS to provide the title compound; ESI-MS m/z 435.1 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722692B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-f3dd6ce14a654b9891ff8d8ad7c664aa |
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| Source note | uspto-grants-2014_05 |
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