Triethylamine → 4,4,4-Trifluoro-n-(6-oxo-2-phenyl-5,6-dihydro-1h-[1,2]diazepino[4,5,6-cd]indol-8-yl)-butyramide
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:20](=[O:21])[NH:19][N:18]=[CH:17][C:6]3=[C:7]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)[NH:8][C:9]([CH:10]=1)=[C:5]23.[F:22][C:23]([F:30])([F:29])[CH2:24][CH2:25][C:26](O)=[O:27].C(N(CC)CC)C.C(OCC)(=O)C>C(OCC)C.CCCCCC>[F:22][C:23]([F:30])([F:29])[CH2:24][CH2:25][C:26]([NH:1][C:2]1[CH:3]=[C:4]2[C:20](=[O:21])[NH:19][N:18]=[CH:17][C:6]3=[C:7]([C:11]4[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=4)[NH:8][C:9]([CH:10]=1)=[C:5]23)=[O:27]Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
Preparation of example 15 from the title compound of Example 7 (15 mg, 0.054 mmol), 4,4,4-trifluorobutyric acid (9 mg, 0.062 mmol), triethylamine (0.030 mL, 0.22 mmol), and O-(7-azabenzotriazol-1-yl)-N,N,N′N′-tetramethyluronium hexafluorophosphate (25 mg, 0.065 mmol) in N,N-dimethylfomamide (1.0 mL) was carried out analogously to Example 11. Silica gel chromatography (1:1 ethyl acetate:hexane), also in an analogous manner, followed by diethyl ether trituration afforded the title compound (7 mg, 0.017 mmol) as a yellow powder in 32% yield.
Sources & evidence
- ORD record
- ord-4557f60a8ec744f09ee77ae7e94edd42
- Source dataset
- uspto-grants-2005_11
- Patent number
- US06967198B2
Reaction notes
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