Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 90092962 | HCID 90092962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90092924 | HCID 90092924 | 96% |
Reaction Steps
A solution of 2-[4-bromo-5-(dimethoxymethyl)-1-methyl-1H-pyrazol-3-yl]-1,3-thiazole (8d) (586 mg, 1.84 mmol) in tetrahydrofuran (15 mL) was treated with 1N hydrochloric acid (2.26 mL) and the mixture was stirred at 50° C. for 5 hours. The reaction was cooled to room temperature and then neutralized with 1N sodium hydroxide (2.26 mL). The resulting mixture was extracted with ethyl acetate (2×15 mL) and the organic layer was dried over sodium sulfate and concentrated in vacuo to provide 4-bromo-1-methyl-3-(1,3-thiazol-2-yl)-1H-pyrazole-5-carbaldehyde (8e) (480 mg, 1.76 mmol, 96%) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09260395B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-f40669ca409346a3b946952efef8f891 |
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| Source note | uspto-grants-2016_02 |
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