HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (E)-3-(4-oxo-7-(2-(pyridin-2-yl)ethynyl)-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 3-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile | HCID 11736337 | — |
| Reactant | tert-Butyl {2-amino-4-[(pyridin-2-yl)ethynyl]phenyl}carbamate | HCID 69592755 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (E)-3-(4-oxo-7-(2-(pyridin-2-yl)ethynyl)-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl)benzonitrile | HCID 22224608 | 85.5% |
Reaction Steps
Prepared from (2-amino-4-pyridin-2-ylethynyl-phenyl)-carbamic acid tert.-butyl ester (Example G19) (124 mg, 0.4 mmol) and 3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile (Example J4) (147 mg, 0.48 mmol) according to the general procedure K. The obtained material (199 mg) was deprotected and cyclized by treatment with TFA in CH2Cl2 according to the general procedure M. Obtained as a yellow solid (124 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06509328B1 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-00ee09ee550342b2a6f0d005cd3c0840 |
| Source note | uspto-grants-2003_01 |