HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-[3-(2-Benzyloxy-ethoxy)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane → 3-{5-[3-(2-Benzyloxy-ethoxy)-phenyl]pyridin-2-yloxy}-azetidine-1-carboxylic acid pyridazin-3-ylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-[3-(2-Benzyloxy-ethoxy)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane | HCID 58073128 | — |
| Reactant | US10918640, Example 14 | HCID 66710496 | — |
| Product | 3-{5-[3-(2-Benzyloxy-ethoxy)-phenyl]pyridin-2-yloxy}-azetidine-1-carboxylic acid pyridazin-3-ylamide | HCID 44218899 | 28% |
Reaction Steps
This compound was prepared by the method outlined for example 5 step 6. Thus 3-(5-iodo-pyridin-2-yloxy)-azetidine-1-carboxylic acid pyridazin-3-ylamide (example 7, step 1) (600 mg, 1.15 mmol) was reacted with 2-[3-(2-benzyloxy-ethoxy)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (1.5 equiv). Crude product purified by flash chromatography on silica gel eluting with 4:1 ethyl acetate:hexane to afford title compound (214 mg, 28%) as a brown foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006269B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-2a1ba5558fc04308a8d5c86791ef02c9 |
| Source note | uspto-grants-2015_04 |