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
Reaction equation
C(OC(=O)[N:7]([C@H:9]([C:11](=[O:43])[NH:12][C@@H:13]1[C:19](=[O:20])[N:18]([CH2:21][C:22]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[N:24]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[C:37]#[N:38])[N:23]=2)[C:17]2[CH:39]=[CH:40][CH:41]=[CH:42][C:16]=2[NH:15][CH2:14]1)[CH3:10])[CH3:8])(C)(C)C.[C:45](Cl)(=[O:55])[C:46]1[CH:54]=[CH:53][C:49]([C:50]([Cl:52])=[O:51])=[CH:48][CH:47]=1>>[ClH:52].[ClH:52].[C:37]([C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=1[N:24]1[C:25]2[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:22]([CH2:21][N:18]2[C:17]3[CH:39]=[CH:40][CH:41]=[CH:42][C:16]=3[N:15]([C:45](=[O:55])[C:46]3[CH:54]=[CH:53][C:49]([C:50]([N:15]4[C:16]5[CH:42]=[CH:41][CH:40]=[CH:39][C:17]=5[N:18]([CH2:21][C:22]5[C:30]6[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=6)[N:24]([C:31]6[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=6[C:37]#[N:38])[N:23]=5)[C:19](=[O:20])[C@@H:13]([NH:12][C:11](=[O:43])[C@@H:9]([NH:7][CH3:8])[CH3:10])[CH2:14]4)=[O:51])=[CH:48][CH:47]=3)[CH2:14][C@H:13]([NH:12][C:11](=[O:43])[C@@H:9]([NH:7][CH3:8])[CH3:10])[C:19]2=[O:20])=[N:23]1)#[N:38]Participants
3
Reactant 2
Product 1
Procedure
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).
Sources & evidence
- ORD record
- ord-92a9e4ea0e2240d6be73e34ae103be6c
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09409888B2
Reaction notes
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