HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → N-[6-methyl-3-(pyrimidin-5-yl)-phenyl]-9H-carbazole-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 9h-Carbazole-1-carboxylic acid | HCID 238924 | — |
| Reactant | 2-Methyl-5-(pyrimidin-5-YL)aniline | HCID 23503678 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[6-methyl-3-(pyrimidin-5-yl)-phenyl]-9H-carbazole-1-carboxamide | HCID 23503655 | 33.6% |
Reaction Steps
To a suspension of 9H-carbazole-1-carboxylic acid (148 mg) and 1-hydroxybenzotriazole (114 mg) in dichloromethane (3 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiinide hydrochloride (201 mg), and the m e was stirred for 15 minutes. After adding 5-(3-amino-4-methylphenyl)pyrimdine (136 mg) and 4dimethylaminopyridine (128 mg), the mixture was stirred for 24 hours. The mixture was evaporated under reduced pressure and the residue was purified by a silica gel column chromatography eluting with 2% methanol in dichloromethane to give N-[6methyl-3-(pyrimidin-5-yl)-phenyl]-9H-carbazole-1-carboxamide (89 mg, 33.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06770667B1 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-7c0ca8d3190d472998aa282b57a2539f |
| Source note | uspto-grants-2004_08 |