HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → [4,6-Bis(dimethylamino)-2-{4-[4-(trifluoromethyl)benzamido]benzyl}-5-pyrimidinyl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 59514495 | HCID 59514495 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [4,6-Bis(dimethylamino)-2-{4-[4-(trifluoromethyl)benzamido]benzyl}-5-pyrimidinyl]acetic acid | HCID 45270144 | — |
Reaction Steps
A solution of methyl[4,6-bis(dimethylamino)-2-(4-{[4-(trifluoromethyl)benzoyl]amino}-benzyl)pyrimidin-5-yl]acetate (4.34 g, 8.42 mmol) in 20% tetrahydrofuran in methanol (100 mL) was treated with 1N sodium hydroxide solution (25 mL). The resulting mixture was heated at refluxing temperature for 5 hours and then the volatiles were removed by rotary evaporation under vacuum. The remaining aqueous solution was washed with diethyl ether and then neutralized with 1N hydrochloric acid at 0° C. The separated precipitate was collected by suction and rinsed with cold water. Recrystallization from methanol then gave [4,6-bis(dimethylamino)-2-(4-{[4-(trifluoromethyl)benzoyl]amino}benzyl)pyrimidin-5-yl]acetic acid (3.86 g, 81%) as colorless needles.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960393B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-5742c87761fa4b7da012956290f6c576 |
| Source note | uspto-grants-2011_06 |