Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzimidazole | HCID 5798 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Bromothiophene-2-carboxylic acid | HCID 349115 | — |
| Reactant | HCID 178508985 | HCID 178508985 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 67221594 | HCID 67221594 | — |
Reaction Steps
Charged benzimidazole (III) (28.98 mmoles), cesium carbonate (33.81 mmoles), cuprous oxide (0.918 mmoles), 2-amino-4,6-dihydroxypyrimidine (3.62 mmoles), PEG (28.98 mmoles), 5-bromo-thiophen-2-carboxylic acid (IV)(24.15 mmoles) and NMP (10 ml) to the 100 ml RB flask fitted with thermo well and condenser. The reaction mixture was heated to 160° C. and maintained for 18-20 hrs. After completion of reaction, cooled the reaction to room temperature, added water (100 ml) and adjusted the pH to ˜4.5-5 using formic acid. Filtered off the precipitated solid and washed with water (2×25 ml). The solid was then dissolved in methanol (250 ml), filtered through a celite bed, distilled of the solvent completely under reduced pressure. To the residue IPA (25 ml) was added to precipitate the product, stirred for 30 min, filtered and dried to get the compound (V).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703811B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-84f2fb1a55b34ed8adeef1b905f32215 |
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| Source note | uspto-grants-2014_04 |
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