HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → N-(1-(7-bromo-1-(5-fluoropyridin-3-yl)-1H-benzo[d]imidazol-2-yl)ethyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | (S)-tert-butyl 1-(3-bromo-2-(5-fluoropyridin-3-ylamino)phenylamino)-1-oxopropan-2-ylcarbamate | HCID 58459349 | — |
| Product | N-(1-(7-bromo-1-(5-fluoropyridin-3-yl)-1H-benzo[d]imidazol-2-yl)ethyl)acetamide | HCID 58459399 | — |
Reaction Steps
A solution of (S)-tert-butyl 1-(3-bromo-2-(5-fluoropyridin-3-ylamino)phenylamino)-1-oxopropan-2-ylcarbamate (2.4253 g, 5.35 mmol) in AcOH (17.83 mL) was heated at 100° C. with stirring. After 5 days, the mixture was removed from the heat and poured into a biphase of DCM (100 mL) and satd. sodium bicarbonate solution (100 mL). The mixture was basified with 10N NaOH (10 mL). The organic layer was washed with water (100 mL×3) and brine (100 mL X1), dried over MgSO4, filtered, and concentrated in vacuo to provide N-(1-(7-bromo-1-(5-fluoropyridin-3-yl)-1H-benzo[d]imidazol-2-yl)ethyl)acetamide as a dark brown solid: LC-MS (ESI) m/z 376.9 [M+H (79Br)]+ and 379 [M+H (81Br)]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575183B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-0fb02422057a46bb8f87e8d83d38803a |
| Source note | uspto-grants-2013_11 |