HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → {2'-[(Acetyl-carboxymethyl-amino)-methyl]-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl}-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 66608325 | HCID 66608325 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | {2'-[(Acetyl-carboxymethyl-amino)-methyl]-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl}-acetic acid | HCID 66607781 | — |
Reaction Steps
{6-Methoxy-2′[(methoxycarbonylmethyl-amino)-methyl]-4′-trifluoromethyl-biphenyl-3-yl}-acetic acid (0.094 g, 0.23 mmol), acetyl chloride (0.03 mL, 0.46 mmol), and triethylamine (0.08 mL, 0.57 mmol) were combined in CH2Cl2 (1 mL) and stirred at room temperature for 1 hour. Once no starting material was seen by analytical LCMS, aqueous 1N NaOH was added. After stirring at room temperature for 45 minutes, analytical LCMS indicated that both acids had been hydrolyzed to the free acid, and so the mixture was neutralized with aqueous 1N HCl and extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered, and concentrated to give the title compound. M+H is 440.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067445B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-49caac0a7a78416f8b160aec85b9c38d |
| Source note | uspto-grants-2011_11 |