HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-{(S)-4-tert-butoxycarbonyl-2-[(6-chloro-2-phenyl-pyrimidine-4-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester → 4-{(S)-4-tert-butoxycarbonyl-2-[(6-isopropyl-2-phenyl-pyrimidine-4-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-{(S)-4-tert-butoxycarbonyl-2-[(6-chloro-2-phenyl-pyrimidine-4-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester | HCID 86622404 | — |
| Reactant | HCID 178418365 | HCID 178418365 | — |
| Catalyst | Ferric acetylacetonate | HCID 5483663 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-{(S)-4-tert-butoxycarbonyl-2-[(6-isopropyl-2-phenyl-pyrimidine-4-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester | HCID 67464544 | 88.1% |
Reaction Steps
Isopropylmagnesium bromide (29.5 mg) was added to an orange solution of 4-{(S)-4-tert-butoxycarbonyl-2-[(6-chloro-2-phenyl-pyrimidine-4-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester (56 mg) and iron(III) acetylacetonate (1.8 mg) in anhydrous THF (1 ml) under argon. After stirring at RT for 30 min, it was quenched with a 1M HCl solution and extracted with EA. The org. phases were dried (Na2SO4) and evaporated off to give 50 mg of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08048881B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-03d00a36f06740ce950467ccd4dfd017 |
| Source note | uspto-grants-2011_11 |