Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 20746072 | HCID 20746072 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22603639 | HCID 22603639 | 73.6% |
Reaction Steps
A solution of THF (5 mL), MeOH (1 mL) and H2O (1 mL) was used to dissolve LiOH.H2O (0.042 g, 1.0 mmol) and then added 7-(2-Methyl-1-methylcarbamoyl-1H-indol-5-yloxy)-thieno[3,2-b]pyridine-2-carboxylic acid methyl ester (0.35 g, 0.89 mmol) added. The solution was stirred at 25° C. for 2 h, quenched with several drops of 1N HCl then concentrated. The precipitate was rinsed with H2O (2×5 mL) and Et2O (2×5 mL), dried under high vacuum for 2 h and used as is to afford 7-(2-Methyl-1-methylcarbamoyl-1H-indol-5-yloxy)-thieno[3,2-b]pyridine-2-carboxylic acid (0.25 g, 73%) as yellow solid. HPLC: Rt 3.43 min. (95% area). LCMS (ACPI) M+H+ m/z: 382.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06833456B2 |
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| Source dataset | uspto-grants-2004_12 |
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| ORD ID | ord-7c575b1a318642ea83de4a96a512547a |
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| Source note | uspto-grants-2004_12 |
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