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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874804Generated: October 30, 2026

Diisopropylethylamine → HCID 178509934, compound

https://huagongshe.com/reaction/1874804

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant3-{[3-(Aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrileHCID 59451392—
ReactantHCID 178524567HCID 178524567—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 178509934HCID 17850993450%

Reaction Steps

In a 1 dram vial, 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile (25 mg, 0.080 mmol), DIPEA (0.014 mL, 0.080 mmol) and 1H-pyrazole-3-carboxylic acid (9.01 mg, 0.080 mmol) were dissolved in DMF (1 mL). HATU was added (30.6 mg, 0.080 mmol) and the solution stirred overnight. The reaction mixture was diluted to 2 mL with MeOH. Purification was accomplished by Reverse-Phase HPLC (water/acetonitrile with 0.1% TFA) to afford the title compound (0.016 g, 50%) as a white solid. 1H NMR (400 MHz, Acetone-d6): δ ppm 8.11 (br. s., 1H), 7.79 (d, 1H), 7.62 (t, 1H), 7.36-7.46 (m, 4H), 6.75 (d, 1H), 4.59-4.69 (m, 2 H). LCMS m/z 404.9 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-63b8829e4ff2496cacaa73cb4250cf45
Source noteuspto-grants-2012_11