Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromopropane | HCID 7840 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 136174006 | HCID 136174006 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59519291 | HCID 59519291 | 80% |
Reaction Steps
1-Bromopropane (15 uL; 0.17 mmol) was added to a solution of 2-Amino-4-(4-hydroxy-2-methyl-phenyl)-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (50 mg: 0.152 mmol) and potassium carbonate (25 mg; 0.18 mmol) in DMF (15 mL). Reaction mixture was heated to 50 degrees C. for 18 hours. Reaction mixture was allowed to cool and solvent removed in vacuo. Residue was partitioned between saturated aqueous sodium bicarbonate solution (10 mL) and ethyl acetate (20 mL). Organic phase was dried over Na2SO4 and filtered, filtrate solvents removed in vacuo to afford a yellow solid purified by flash chromatography on silica gel (eluting ethyl acetate in hexane) to afford product as yellow solid (45 mg; 80%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07820658B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-3edf131d762b446d9b5a9c5ef922083b |
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| Source note | uspto-grants-2010_10 |
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