HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-cyano-3,3-bis(methylsulfanyl)prop-2-enoate → 2-Cyano-3-[[(3S)-hexahydro-2-oxo-1-[2-oxo-2-(1-pyrrolidinyl)ethyl]-1H-azepin-3-yl]amino]-3-[(2-methyl-6-benzofuranyl)amino]propenoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-cyano-3,3-bis(methylsulfanyl)prop-2-enoate | HCID 319957 | — |
| Reactant | (S)-1-[(3-amino-hexahydro-2-oxo-1H-azepin-1-yl)acetyl]pyrrolidine | HCID 12047820 | — |
| Reactant | 2-Methyl-1-benzofuran-6-amine | HCID 18612539 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Cyano-3-[[(3S)-hexahydro-2-oxo-1-[2-oxo-2-(1-pyrrolidinyl)ethyl]-1H-azepin-3-yl]amino]-3-[(2-methyl-6-benzofuranyl)amino]propenoic acid methyl ester | HCID 70030214 | 11% |
Reaction Steps
In a procedure similar to that in example 36, the title compound (8 mg, 11%) was synthesized from 2-methyl-6-benzofuranamine (34 mg, 0.23 mmol), methyl 2-cyano-3,3-bis(methylthio)-2-propenoate (47 mg, 0.23 mmol), and 1-[[(3S)-3-aminohexahydro-2-oxo-1H-azepin-1-yl]acetyl]pyrrolidine (102 mg, 0.43 mmol) using acetonitrile as the reaction solvent: MS (ESI, pos, ion) m/z 494 (M+H); HPLC (method C) tR 3.6 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06544981B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-47b1c1df66fe4d6a9636855aad5b5f0b |
| Source note | uspto-grants-2003_04 |