HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-1-Hydrazino-butan-2-ol → (S)-1-[5-(2,6-Dichloro-pyridin-4-yl)-3-(2,3,4-trifluoro-phenylamino)-[1,2,4]triazol-1-yl]-butan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-1-Hydrazino-butan-2-ol | HCID 28082624 | — |
| Reactant | 1-(2,6-Dichloro-pyridine-4-carbonyl)-2-methyl-3-(2,3,4-trifluoro-phenyl)isothiourea | HCID 136116017 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | (S)-1-[5-(2,6-Dichloro-pyridin-4-yl)-3-(2,3,4-trifluoro-phenylamino)-[1,2,4]triazol-1-yl]-butan-2-ol | HCID 86644740 | — |
Reaction Steps
Intermediate D3 (0.143 g, 0.00137 mol) was added to a solution of intermediate D10 (0.3 g, 0.000457 mol) in t-BuOH (40 ml). The reaction mixture was stirred overnight at reflux. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography over silica gel (eluent: EtOAc/heptane gradient from 20/80 to 50/50). The desired fractions were collected and the solvent was evaporated. Yield: 0.160 g of intermediate D11 (81%; S-enantiomer).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08440701B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-74f4d259222345e1ae152ba609f86bdb |
| Source note | uspto-grants-2013_05 |