HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N'-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(2-methyl-6-(trifluoromethyl)pyridin-3-yl)acetohydrazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBroP | HCID 2733179 | — |
| Reactant | 2-(2-Methyl-6-(trifluoromethyl)pyridin-3-yl)acetic acid | HCID 11557596 | — |
| Reactant | N'-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(6-(trifluoromethyl)pyridin-3-yl)acetohydrazide | HCID 57979738 | — |
| Reactant | 5-Bromo-4-(4-chlorophenyl)-2-hydrazinylpyridine | HCID 57979750 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N'-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(2-methyl-6-(trifluoromethyl)pyridin-3-yl)acetohydrazide | HCID 57979751 | 97% |
Reaction Steps
The title compound (160 mg, 97%) as a beige powder was prepared from 5-bromo-4-(4-chlorophenyl)-2-hydrazinylpyridine (100 mg, 0.33 mmol), 2-(2-methyl -6-(trifluoromethyl)pyridin-3-yl)acetic acid (75 mg, 0.33 mmol), (i-Pr)2EtN (86 mg, 0.66 mmol) and bromotripyrrolidinophosphonium hexafluorophosphate (PyBop, 190 mg, 0.37 mmol) in CH3CN (2.5 mL) by the procedures analogous to those described for N′-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(6-(trifluoromethyl)pyridin-3-yl)acetohydrazide (Example 56C). LC/MS (method B): retention time=1.92 min, [M+H]+=499.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632837B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-14b78fcfab244c91b8392cb36217ab5f |
| Source note | uspto-grants-2009_12 |