Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Benzyloxybenzyl chloride | HCID 70042 | — |
| Reactant | 3-(2H-Tetrazol-5-yl)pyridin-2-amine | HCID 13101657 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 24882977 | HCID 24882977 | 17.2% |
Reaction Steps
To a solution of 3-(2H-tetrazol-5-yl)-pyridin-2-ylamine (100 mg) described in Manufacturing Example 5-1, 4-benzyloxybenzyl chloride (172 mg), sodium iodide (111 mg), and DMF (3 mL) was added NaH (18 mg), which was stirred for 40 minutes at 60° C. Water was added to the reaction solution, which was then extracted with ethyl acetate. The organic layer was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=4:1, then 2:1, then 1:1). Ethyl acetate was added to the resulting residue, and the solids were filtered off to obtain the titled compound (38 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08183264B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-46ec9f9b41a245e8a1886b09cdf658f3 |
|---|
| Source note | uspto-grants-2012_05 |
|---|