HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 1-(4-Acetyl-3-hydroxy-benzoylamino)-cycloheptanecarboxylic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 4-acetyl-3-hydroxybenzoic acid | HCID 10654947 | — |
| Reactant | Methyl 1-aminocycloheptane-1-carboxylate hydrochloride | HCID 42614177 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(4-Acetyl-3-hydroxy-benzoylamino)-cycloheptanecarboxylic Acid Methyl Ester | HCID 67169703 | — |
Reaction Steps
1-Amino-cycloheptanecarboxylic acid methyl ester hydrochloride (968 mg, 4.66 mmol), HOBT (105 mg, 0.78 mmol) and 4-acetyl-3-hydroxy-benzoic acid (700 mg, 3.89 mmol) were dissolved in DMF (5 ml). EDIA (3.01 g, 23.3 mmol) and EDC were added and the mixture was stirred at room temperature for 72 h. Then the mixture was partitioned between EA and saturated sodium chloride solution, the aqueous phase was extracted with EA, the combined organic phases were dried over sodium sulfate and evaporated to dryness. The residue was purified by RP HPLC (water/ACN gradient) to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018383B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-114d7d1a6ad34d3f8dd00dcfd8429677 |
| Source note | uspto-grants-2015_04 |