HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68294830, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | 6-bromo-1-cyclopentyl-1H-indazole-4-carboxylic acid | HCID 67468448 | — |
| Reactant | 3-(aminomethyl)-4-(((tert-butyldimethylsilyl)oxy)methyl)-6-methylpyridin-2(1H)-one | HCID 68294760 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 68294830 | HCID 68294830 | 40.9% |
Reaction Steps
To a solution of 6-bromo-1-cyclopentyl-1H-indazole-4-carboxylic acid (2.3 g, 7.5 mmol) in DMSO (30 mL), PyBOP (5.82 g, 11.20 mmol) was added and reaction stirred at room temperature for 15 min. 3-(Aminomethyl)-4-(((tert-butyldimethylsilyl)oxy)methyl)-6-methylpyridin-2(1H)-one (2.52 g, 8.96 mmol) was then added and reaction mixture stirred overnight. On completion, water was added and the resulting precipitate filtered and washed with water. This solid was then stirred with acetonitrile for 10 min and filtered again to obtain 6-bromo-1-cyclopentyl-N-((4-(hydroxymethyl)-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-1H-indazole-4-carboxamide (1.4 g, 40.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206157B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-ce0f51ee63814fd294daf3665ab1f766 |
| Source note | uspto-grants-2015_12 |