HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(2,6-Difluoro-benzyloxy)-pyridin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Amino-3-Hydroxypyridine | HCID 28114 | — |
| Reactant | 2-(Bromomethyl)-1,3-difluorobenzene | HCID 581435 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 3-(2,6-Difluoro-benzyloxy)-pyridin-2-ylamine | HCID 10263498 | 71.2% |
Reaction Steps
A mixture of 2,6-difluorobenzyl bromide (25 g, 0.121 mol) and 2-amino-3hydroxypyridine (12.1 g, 0.11 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 yield a solid (18.5 g, 65%), m.p. 124°-128° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05409943 |
| Source dataset | uspto-grants-1995_04 |
| ORD ID | ord-6bf9cd4489bd429cb13346a7f372659f |
| Source note | uspto-grants-1995_04 |