HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 59408750, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-1-methylpyridinium iodide | HCID 167069 | — |
| Reactant | 2-Bromothiazole-5-carboxylic acid | HCID 2763210 | — |
| Reactant | HCID 59408733 | HCID 59408733 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59408750 | HCID 59408750 | 20% |
Reaction Steps
2-Chloro-1-methylpyridinium iodide (0.84 g, 3.3 mmol), DIPEA (0.78 mL, 4.4 mmol) and tert-butyl 3-amino-5-(4-fluorophenyl)-1H-pyrazole-1-carboxylate (0.5 g, 2.2 mmol) were added to a solution of 2-bromothiazole-5-carboxylic acid (0.45 g, 2.2 mmol) in DMF (6 mL). The resulting solution was stirred at RT till completion of the reaction. Then the mixture was diluted with AcOEt, washed with water, dried with Na2SO4 and concentrated. The crude product was purified by column (50%-100% AcOEt/PE gradient), yielding tert-butyl 3-(2-bromothiazole-5-carboxamido)-5-(4-fluorophenyl)-1H-pyrazole-1-carboxylate (160 mg, 20%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673940B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-e974354b4a52401c938e0b41ad0b3a15 |
| Source note | uspto-grants-2014_03 |