HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(5-{1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-7-fluoro-1H-pyrrolo[3,2-c]pyridine-3-carbonyl}-pyridin-3-yl)-2-(4-chloro-phenyl)-acetamide → 2-(4-Chloro-phenyl)-N-{5-[7-fluoro-1-(2-hydroxy-1,1-dimethyl-ethyl)-1H-pyrrolo[3,2-c]pyridine-3-carbonyl]-pyridin-3-yl}-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(5-{1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-7-fluoro-1H-pyrrolo[3,2-c]pyridine-3-carbonyl}-pyridin-3-yl)-2-(4-chloro-phenyl)-acetamide | HCID 90093312 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-Chloro-phenyl)-N-{5-[7-fluoro-1-(2-hydroxy-1,1-dimethyl-ethyl)-1H-pyrrolo[3,2-c]pyridine-3-carbonyl]-pyridin-3-yl}-acetamide | HCID 73672462 | 88% |
Reaction Steps
To a solution of N-(5-{1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-7-fluoro-1H-pyrrolo[3,2-c]pyridine-3-carbonyl}-pyridin-3-yl)-2-(4-chloro-phenyl)-acetamide (Preparation 2, 35 mg, 70 μmol) in THF (2 mL) 4M dioxane-HCl (0.2 mL) was added and stirred at room temperature for 4 hours. The reaction was evaporated in vacuo and triturated with pentane-ether to afford the title compound as a white solid in 88% yield, 25 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163021B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-d6dbec89a32b4e54bf7f571df1a8e780 |
| Source note | uspto-grants-2015_10 |