Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Benzyloxybenzyl chloride | HCID 70042 | — |
| Reactant | HCID 59287395 | HCID 59287395 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 24882978 | HCID 24882978 | 12.3% |
Reaction Steps
6-Methoxymethyl-3-(2H-tetrazol-5-yl)-pyridin-2-ylamine (50 mg) described in Manufacturing Example 6-3, 4-benzyloxybenzyl chloride (57 mg), sodium iodide (36 mg), NaH (9.7 mg/60% in oil), and DMF (3 mL) were stirred for 15 minutes at 60° C. Water was added to the reaction solution, which was then extracted with ethyl acetate. The organic layer was concentrated and purified by NH silica gel column chromatography (hexane:ethyl acetate=2:1). The residue thus obtained was solidified with ethyl acetate-hexane to obtain the titled compound (12 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08183264B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-400759e6ed0149899ca3c03ea74c1cee |
|---|
| Source note | uspto-grants-2012_05 |
|---|
