Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 90011092 | HCID 90011092 | — |
| Reactant | HCID 90011236 | HCID 90011236 | — |
| Product | HCID 90011170 | HCID 90011170 | 95% |
Reaction Steps
Step-1: 1-(5-Bromopyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-3-carbohydrazide: A mixture of ethyl 1-(5-bromopyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-3-carboxylate (33 g, 91 mmol) and hydrazine hydrate (17.07 mL, 544 mmol) in ethanol (330 mL) was heated at 100° C. overnight. The reaction mixture was cooled back down to room temperature and the solvent was evaporated under vacuum. The residue was triturated with toluene to obtain 30 g (95%) of the title compound as a white solid. 1HNMR (400 MHz, DMSO-d6) δ 9.97 (s, 1H, D2O exchangeable), 8.72 (d, J=2.5 Hz, 1H), 8.40 (dd, J=2.5 & 8.5 Hz, 1H), 7.98 (d, J=8.5 Hz, 1H), 7.54 (s, 1H), 4.58 (s, 2H, D2O exchangeable); ESI-MS (m/z) 350, 352 [(MH)+, Br79,81].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09409898B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-619902ea9f664535aeae4a495d5bde47 |
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| Source note | uspto-grants-2016_08 |
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