HuagongsheHuagongshe Chemistry Print Report · For research reference only
Terephthaloyl chloride → (2S)-N-[(3S)-5-[[1-(2-Cyanophenyl)indazol-3-yl]methyl]-1-[4-[(3S)-5-[[1-(2-cyanophenyl)indazol-3-yl]methyl]-3-[[(2S)-2-(methylamino)propanoyl]amino]-4-oxo-2,3-dihydro-1,5-benzodiazepine-1-carbonyl]benzoyl]-4-oxo-2,3-dihydro-1,5-benzodiazepin-3-yl]-2-(methylamino)propanamide dihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Terephthaloyl chloride | HCID 7488 | — |
| Reactant | ((S)-1-{(S)-1-[1-(2-Cyano-phenyl)-1H-indazol-3-ylmethyl]-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester | HCID 90220958 | — |
| Product | (2S)-N-[(3S)-5-[[1-(2-Cyanophenyl)indazol-3-yl]methyl]-1-[4-[(3S)-5-[[1-(2-cyanophenyl)indazol-3-yl]methyl]-3-[[(2S)-2-(methylamino)propanoyl]amino]-4-oxo-2,3-dihydro-1,5-benzodiazepine-1-carbonyl]benzoyl]-4-oxo-2,3-dihydro-1,5-benzodiazepin-3-yl]-2-(methylamino)propanamide dihydrochloride | HCID 90221014 | 9.8% |
Reaction Steps
In a similar manner to that described for Example 22, ((S)-1-{(S)-1-[1-(2-cyano-phenyl)-1H-indazol-3-ylmethyl]-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester (Intermediate 14) (262.9 mg, 0.443 mmol) and terephthaloyl chloride (45 mg, 0.222 mmol) were converted to the title compound (13 mg) as a white solid. LC-MS: 1118 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409888B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-92a9e4ea0e2240d6be73e34ae103be6c |
| Source note | uspto-grants-2016_08 |