HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Chloromethyl)pyridine hydrochloride → 4-(3-Pyridylmethoxymethylene)-2-phenylbenzoylmethionine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Chloromethyl)pyridine hydrochloride | HCID 23394 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | [4-Hydroxymethyl-2-phenylbenzoyl]methionine methyl ester | HCID 20622833 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(3-Pyridylmethoxymethylene)-2-phenylbenzoylmethionine methyl ester | HCID 67550609 | — |
Reaction Steps
The resultant compound from Example 16D (1.0 equivalent) is treated with sodium hydride (2.0 equivalents) in DMSO, then 3-chloromethylpyridine hydrochloride (1.0 equivalent) is added. When judged complete by TLC analysis, the reaction is diluted with water and ethyl acetate, the organic layer is dried and concentrated, and the crude title compound is purified by chromatography on silica gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06221865B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-c25dc9b17df448eea8f96a3f10b1e795 |
| Source note | uspto-grants-2001_04 |