HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-(4-BOC-piperazine-1-carbonyl)phenyl)boronic acid pinacol ester → (4-{3-[(S)-1-(2,6-Dichloro-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}phenyl)piperazin-1-ylmethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-(4-BOC-piperazine-1-carbonyl)phenyl)boronic acid pinacol ester | HCID 17749917 | — |
| Reactant | ((S)-1-{5-Bromo-3-[(S)-1-(2,6-dichloro-3-fluorophenyl)ethyl]pyrrolo[2,3-b]pyridine-1-carbonyl}-3-methylbutyl)-carbamic acid 9H-fluoren-9-ylmethyl ester | HCID 58431443 | — |
| Product | (4-{3-[(S)-1-(2,6-Dichloro-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}phenyl)piperazin-1-ylmethanone | HCID 67363617 | — |
Reaction Steps
Example 69 was synthesized according to Suzuki coupling method described above for synthesis of example 66, using ((S)-1-{5-Bromo-3-[(S)-1-(2,6-dichloro-3-fluorophenyl)ethyl]pyrrolo[2,3-b]pyridine-1-carbonyl}-3-methylbutyl)carbamic acid 9H-fluoren-9-ylmethyl ester and 4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)benzoyl]piperazine-1-carboxylic acid tert-butyl ester. The crude material was purified by HPLC. MS (ES+): m/z=497.24, 499.25 (100, 69) [MH+]. HPLC: tR=0.72 min (HPLC-ACQUITY, Purity).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592448B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-ec8ce877a2024d98bada151e98af5fe6 |
| Source note | uspto-grants-2013_11 |