HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → 6-[4-((R)-3-Dimethylaminopyrrolidin-1-yl)phenyl]-2-p-tolyl-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | [(R)-1-(4-aminophenyl)pyrrolidin-3-yl]dimethylamine | HCID 59815627 | — |
| Reactant | 3-Methyl-5-p-tolylthiophene-2-carboxylic acid | HCID 66879104 | — |
| Reactant | 3-(2-Chloroethyl)-5-p-tolylthiophene-2-carbonyl chloride | HCID 86635104 | — |
| Product | 6-[4-((R)-3-Dimethylaminopyrrolidin-1-yl)phenyl]-2-p-tolyl-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one | HCID 57916823 | — |
Reaction Steps
Firstly 3-methyl-5-p-tolylthiophene-2-carboxylic acid was reacted with paraformaldehyde by method C1, and then the product was treated with thionyl chloride by method B. The resulting 3-(2-chloroethyl)-5-p-tolylthiophene-2-carbonyl chloride was finally reacted with [(R)-1-(4-aminophenyl)pyrrolidin-3-yl]dimethylamine by method A. The product with the molecular weight of 431.60 (C26H29N3OS) was obtained in this way; MS (ESI): 432 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822495B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-f20ab9a191504311b944c1998039241c |
| Source note | uspto-grants-2014_09 |