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-(3-cyclopropyl-pyrazol-1-yl)-acetamide → 2-(3-Cyclopropyl-pyrazol-1-yl)-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-(3-cyclopropyl-pyrazol-1-yl)-acetamide | HCID 90093921 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(3-Cyclopropyl-pyrazol-1-yl)-N-{5-[7-fluoro-1-(2-hydroxy-1,1-dimethyl-ethyl)-1H-pyrrolo[3,2-c]pyridine-3-carbonyl]-pyridin-3-yl}-acetamide | HCID 73672342 | 92% |
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-(3-cyclopropyl-pyrazol-1-yl)-acetamide (Preparation 6, 40 mg, 67 μmol) in THF (5 mL) 4M dioxane-HCl (1 mL) was added and stirred at room temperature for 18 hours. The reaction was evaporated in vacuo and triturated with pentane-ether to afford the title compound as an off white solid in 92% yield, 30 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163021B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-aa8c8e7b176745d8a0f08bc6fbe95a74 |
| Source note | uspto-grants-2015_10 |