HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Indole-2-carboxylic acid, 1-methyl- → HCID 178432917, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-Indole-2-carboxylic acid, 1-methyl- | HCID 27695 | — |
| Reactant | 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 2734620 | — |
| Reactant | 1-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-indole-2-carboxamide | HCID 18450543 | — |
| Reactant | HCID 178432912 | HCID 178432912 | — |
| Product | HCID 178432917 | HCID 178432917 | 27.9% |
Reaction Steps
Reaction of 1-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-indole-2-carboxamide (29 mg), prepared from 1-methyl-1H-indole-2-carboxylic acid which was transformed into its acid chloride first and then reacted with 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, and 1-bromo-8-methyl-3-((trans)-4-(4-methylpiperazin-1-yl)cyclohexyl)imidazo[1,5-a]pyrazine (30 mg) according to the procedure described in example 4 step 4c and purification by column chromatography (silica gel; dichloromethane with gradient 0 to 20% of methanol) gave 1-methyl-N-(4-(8-methyl-3-((trans)-4-(4-methylpiperazin-1-yl)cyclohexyl)imidazo[1,5-a]pyrazin-1-yl)phenyl)-1H-indole-2-carboxamide (12 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658794B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-448dea8b6c55473c849f56cd0dd53cd5 |
| Source note | uspto-grants-2014_02 |