HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dimethoxyethane → HCID 57560128, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | 3-Isopropylbenzeneboronic acid | HCID 2773478 | — |
| Reactant | Benzoic acid N'-[3-(2-bromo-phenyl)-propionyl]-N'-isopropyl-hydrazide | HCID 57560116 | — |
| Product | HCID 57560128 | HCID 57560128 | 31% |
Reaction Steps
A solution of benzoic acid N′-[3-(2-bromo-phenyl)-propionyl]-N′-isopropyl-hydrazide (50 mg, 0.13 mmol) in DME (4 ml) 2M Na2CO3 (225 μL, 0.45 mmol) was treated with 3-isopropyl-phenylboronic acid (32 mg, 0.19 mmol) and Pd[PPh3]4 (15 mg, 0.013 mmol) for 18 hours at 90° C. The reaction mixture was partitioned between water and dichloromethane. The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated. The crude was absorbed on silica and purified on a silica gel column with a 20-50% ethyl acetate/hexanes gradient to afford the product as a solid (17 mg, 31%). LC-MS m/e 429.39 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07485752B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-699ab60b30964a0fa18c898096d99993 |
| Source note | uspto-grants-2009_02 |