HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → N-[6-(Pyrrolidin-1-yl)pyridin-3-yl]-5-iodo-1-[(3-fluorophenyl)methyl]-1H-indole-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 6-(Pyrrolidin-1-yl)pyridin-3-amine | HCID 3899172 | — |
| Reactant | 5-iodo-1-[(3-fluorophenyl)methyl]-1H-indole-2-carboxylic acid | HCID 66850442 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[6-(Pyrrolidin-1-yl)pyridin-3-yl]-5-iodo-1-[(3-fluorophenyl)methyl]-1H-indole-2-carboxamide | HCID 66850279 | 70.6% |
Reaction Steps
The compound was prepared according to a process similar to that described in stage 5.4, by reacting 0.3 g (0.76 mmol) of 5-iodo-1-[(3-fluorophenyl)methyl]-1H-indole-2-carboxylic acid, prepared according to the protocol described in stage 8.2, with 148 mg (0.91 mmol) of 3-amino-6-(pyrrolidin-1-yl)pyridine in the presence of 145 mg (0.76 mmol) of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDAC) and of 105 mg (0.76 mmol) of 1-hydroxybenzotriazole (HOBT) in 5 ml of dimethylformamide. 290 mg of the expected product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399491B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-34627bda4b3a4f4aa8a70fb86d713a65 |
| Source note | uspto-grants-2013_03 |