HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → (2S)-2-{3-[(1E)-3-(2-{[(3-ethylphenyl)amino]carbonyl}-1H-pyrrol-1-yl)prop-1-enyl]phenoxy}propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | N-(3-ethylphenyl)-1-[(2E)-3-(3-{[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]oxy}phenyl)prop-2-enyl]-1H-pyrrole-2-carboxamide | HCID 69142288 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2S)-2-{3-[(1E)-3-(2-{[(3-ethylphenyl)amino]carbonyl}-1H-pyrrol-1-yl)prop-1-enyl]phenoxy}propanoic acid | HCID 58863575 | 88% |
Reaction Steps
A mixture of N-(3-ethylphenyl)-1-[(2E)-3-(3-{[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]oxy}phenyl)prop-2-enyl]-1H-pyrrole-2-carboxamide (348 mg, 0.714 mmol) in tetrahydrofuran (4 ml), methanol (4 ml) and an aqueous 1N lithium hydroxide (6 ml) was stirred for 6 hours at 50° C. The reaction mixture was diluted with water, washed with diethyl ether. The aqueous layer was acidified with diluted hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and an aqueous saturated sodium chloride solution and dried over magnesium sulfate. The solvent was removed to give the subject compound (264 mg, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07220773B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-619a76e4b76f4a168abe12753b2f43fa |
| Source note | uspto-grants-2007_05 |