HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 4-[2-(2,4-Dichloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1H-pyridin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Methyl 2,4-dichlorobenzeneacetate | HCID 2734106 | — |
| Reactant | 2-(Benzyloxy)pyridine-4-carboxylic acid | HCID 22926272 | — |
| Reactant | 2-(2-Benzyloxy-pyridin-4-yl)-3-(2,4-dichloro-phenyl)-1,1,1-trifluoro-butan-2-ol | HCID 25253828 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | 4-[2-(2,4-Dichloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1H-pyridin-2-one | HCID 57421256 | — |
Reaction Steps
The title compound was prepared in analogy to Example 1, steps 2 to 5, from 2,4-dichlorobenzeneacetic acid methyl ester [CAS Reg. No. 91361-41-0] and 2-benzyloxy-isonicotinic acid (which was made as described below from 2-chloro isonicotinic acid), leading to 2-(2-benzyloxy-pyridin-4-yl)-3-(2,4-dichloro-phenyl)-1,1,1-trifluoro-butan-2-ol, followed by cleavage of the benzyl protecting group by hydrogenation over Pd/C-10% (0.75 g) in ethyl actetate (150 ml). In step 4, methyl iodide was used as an alkylating agent and the improved procedure described in example 117 was used. MS (m/e)=364.0 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143280B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-d20b2a02cd464e09a5fc14968fb7b905 |
| Source note | uspto-grants-2012_03 |