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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 720075Generated: October 27, 2026

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

https://huagongshe.com/reaction/720075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4,4,4-Trifluorobutanoic acidHCID 2777085—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant8-Amino-2-phenyl-1,5-dihydro-[1,2]diazepino[4,5,6-cd]indol-6-oneHCID 135774079—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
Product4,4,4-Trifluoro-n-(6-oxo-2-phenyl-5,6-dihydro-1h-[1,2]diazepino[4,5,6-cd]indol-8-yl)-butyramideHCID 13550377332%

Reaction Steps

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-1yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (25 mg, 0.065 mmol) in N,N,-dimethylformamide (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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07132533B2
Source datasetuspto-grants-2006_11
ORD IDord-46630cda442a4bd780203f911eac5f94
Source noteuspto-grants-2006_11