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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925584Generated: October 29, 2026

Diisopropylethylamine → N-{[3-(4-{[4-[5-Fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)phenyl]carbonyl}-N-methyl-L-alanine

https://huagongshe.com/reaction/1925584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantN-Methyl-L-AlanineHCID 5288725—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)benzoic acidHCID 25180783—
SolventDimethyl SulfoxideHCID 679—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductN-{[3-(4-{[4-[5-Fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)phenyl]carbonyl}-N-methyl-L-alanineHCID 5767263537.1%

Reaction Steps

N,N-Diisopropylethylamine (0.149 mL, 0.855 mmol) and HATU (68.3 mg, 0.18 mmol) were added to a solution of 3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)benzoic acid (96 mg, 0.171 mmol) in DMF (1 mL) and the solution stirred at room temperature under nitrogen for 10 min. N-methyl-L-alanine (44.1 mg, 0.43 mmol) was added and the mixture stirred at room temperature for 5 days. The resulting suspension was diluted with methanol and DMSO to give a solution which was filtered and purified by mass directed autopreparation (System B) to give the title compound (40.9 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178573B2
Source datasetuspto-grants-2012_05
ORD IDord-839a147f64304f1e95e5462a0cde9efd
Source noteuspto-grants-2012_05