HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 68509815, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 68509287 | HCID 68509287 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Isobutyric Acid | HCID 6590 | — |
| Product | HCID 68509815 | HCID 68509815 | 106% |
Reaction Steps
A solution of 4-(2-amino-4-methyl-phenylamino)-3-methoxy-piperidine-1-carboxylic acid ethyl ester (750 mg, 2.44 mmol) in isobutyric acid (15 mL) was subjected to microwave irradiation for 1 h with a resulting temperature of 180° C. The reaction mixture was cooled to rt and then diluted with CH2Cl2 (150 mL) and a saturated NaHCO3 solution (200 mL). The aqueous layer was extracted twice with CH2Cl2. The combined organic extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by flash chromatography (15/1 CH2Cl2/CH3OH) to yield 4-(2-isopropyl-5-methyl-benzoimidazol-1-yl)-3-methoxy-piperidine-1-carboxylic acid ethyl ester (465 mg, 56%) as a waxy solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07803816B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-092428dea190472aaaf439bf5f03d5c1 |
| Source note | uspto-grants-2010_09 |