HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → [4-(5-Ethanesulfonyl-thiophen-2-yl)-phenyl]-[2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Lithium | HCID 3028194 | — |
| Reactant | (R)-2-methyl-1-((S)-pyrrolidin-2-ylmethyl)pyrrolidine | HCID 46911921 | — |
| Reactant | HCID 59264655 | HCID 59264655 | — |
| Solvent | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Product | [4-(5-Ethanesulfonyl-thiophen-2-yl)-phenyl]-[2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-methanone | HCID 11619244 | 50% |
Reaction Steps
The title compound is prepared in a manner substantially analogous to General Procedure D in 5 mL 50% DMF/dichloromethane using 4-(5-ethanesulfonyl-thiophen-2-yl)-benzoic acid, Lithium salt (118 mg, 0.39 mmol), EDC-HCl (115 mg, 0.60 mmol), HOBt (81 mg, 0.60 mmol), DIEA (0.17 mL, 1.0 mmol) and 2-(R)-Methyl-1-(2-(S)-pyrrolidinylmethyl)pyrrolidine (61 mg, 0.36 mmol) to give the title compound (80 mg, 50% yield). MS (ES+) 447.3 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07705025B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-33fc9a92d385406daf1ccc93165162ac |
| Source note | uspto-grants-2010_04 |