HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 2-Amino-3-(2-chloro-6-fluorobenzyloxy)-6-methylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Amino-6-methylpyridin-3-ol | HCID 88500 | — |
| Reactant | 1-Chloro-2-(chloromethyl)-3-fluorobenzene | HCID 108675 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Amino-3-(2-chloro-6-fluorobenzyloxy)-6-methylpyridine | HCID 20076974 | — |
Reaction Steps
A mixture of 2-amino-3-hydroxy-6-methylpyridine (4.3 g, 0.035 mol), dichloromethane (26 ml) and 40% aqueous sodium hydroxide solution (26 ml) was stirred for five minutes at room temperature, then 2-chloro-6-fluorobenzyl chloride (6.8 g, 0.038 mol) and Adogen 464 (2.5 ml) were added and stirring continued for 16 hours. The mixture was diluted with water and extracted with dichloromethane. Drying and evaporation of the organic extracts and trituration with ethanol gave the desired product. Yield 6.3 g (67%), m.p. 108°-109 ° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05409943 |
| Source dataset | uspto-grants-1995_04 |
| ORD ID | ord-c73661605cef49ffab5025d851406823 |
| Source note | uspto-grants-1995_04 |