HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → HCID 24882976, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 4-Benzyloxybenzyl chloride | HCID 70042 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Ethynylpyridine-2,6-diamine | HCID 55281676 | — |
| Catalyst | Copper | HCID 23978 | — |
| Catalyst | Copper Sulfate | HCID 24462 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 24882976 | HCID 24882976 | 2.1% |
Reaction Steps
To a solution of NMP (200 μL) and water (200 μL) of 3-ethynyl-pyridin-2,6-diamine (20 mg) described in Manufacturing Example 4-3 were added 1-benzyloxy-4-chloromethyl-benzene (37 mg), sodium azide (15 mg), copper sulfate (4.8 mg), and copper (7.4 mg) at room temperature, and this mixture was irradiated for 30 seconds at no higher than 125° C. with 100 W microwaves. Aqueous sodium bicarbonate was added to the reaction mixture, which was extracted with ethyl acetate. The solvent was evaporated from the organic layer under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:3, then with ethyl acetate) to obtain the titled compound (1.2 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183264B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-44713a821f7842a6bdb6182db12ad534 |
| Source note | uspto-grants-2012_05 |