HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Amino-3-(2-chloro-6-fluorobenzyloxy)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Amino-3-Hydroxypyridine | HCID 28114 | — |
| Reactant | 1-Chloro-2-(chloromethyl)-3-fluorobenzene | HCID 108675 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 2-Amino-3-(2-chloro-6-fluorobenzyloxy)pyridine | HCID 10106270 | 62.4% |
Reaction Steps
A mixture of 2-chloro-6-fluorobenzyl chloride (52.9 g, 0.296 mol) and 2-amino-3hydroxypyridine (29.6 g, 0,269 mol) in 40% aqueous sodium hydroxide solution (200 ml) and dichloromethane (200 ml) was treated with Adogen 464 (5 ml) and stirred vigorously at room temperature for 16 hours. A further 200 ml of water was added and the product extracted into dichloromethane, dried, and the solvent evaporated to obtain the product (46.7 g, 62%), m.p. 123°-130° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05409943 |
| Source dataset | uspto-grants-1995_04 |
| ORD ID | ord-bac84301cbd844d4948a6d1033079e04 |
| Source note | uspto-grants-1995_04 |