HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 67426063, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 67426677 | HCID 67426677 | — |
| Reactant | HCID 67426708 | HCID 67426708 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67426063 | HCID 67426063 | — |
Reaction Steps
Aqueous 1M lithium hydroxide solution (2.25 ml, 2.25 mmol) was added to a solution of 6-(2-pyrimidin-5-yl-ethyl)-5-(4-trifluoromethyl-phenyl)-nicotinic acid ethyl ester and 6-(2-pyrimidin-5-yl-ethyl)-5-(4-trifluoromethyl-phenyl)-nicotinic acid methyl ester (46:54, 196 mg, 0.49 mmol) in tetrahydrofuran and methanol (6:1, 7 ml). The reaction mixture was stirred for 20 hours at room temperature then concentrated in vacuo. The residue was treated with 4M HCl in dioxane (0.56 ml, 2.25 mmol) and concentrated in vacuo to give crude 6-(2-pyrimidin-5-yl-ethyl)-5-(4-trifluoromethyl-phenyl)-nicotinic acid. This material was used in the subsequent amide coupling step without further purification. LC at 215 nm; Rt 1.72: 89%, m/z (ES+): 374 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07781593B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-493406ab2b764550818ecaf350c3f791 |
| Source note | uspto-grants-2010_08 |