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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694388Generated: November 1, 2026

Diisopropylethylamine → HCID 58017569, compound

https://huagongshe.com/reaction/1694388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 58017570HCID 58017570—
Reactant1-[4-(Methoxycarbonyl)phenyl]cyclopropanaminium methane sulfonateHCID 86761554—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 58017569HCID 58017569—

Reaction Steps

5-fluoro-1-[4-(trifluoromethyl)benzyl]-1H-indole-7-carboxylic acid (218 mg, 0.65 mmol), HATU (283 mg, 0.74 mmol) and 1-[4-(methoxycarbonyl)phenyl]cyclopropanaminium methane sulfonate (374 mg, 1.3 mmol) were dissolved in DMF (4 ml), then was added Hunig's base (0.34 ml, 2.0 mmol). The reaction mixture was aged at RT overnight. The mixture was transferred to a separating funnel with EtOAc and NaHCO3 (½ sat.). The organic layer was washed with 4× brine (½ sat.), dried over MgSO4, filtered and the solvent evaporated under reduced pressure. The product was purified by flash chromatography on silica gel. 1H NMR (500 MHz, DMSO-d6): δ 9.25 (s, 1H), 7.75 (d, 2H), 7.55 (m, 4H), 7.20 (m, 3H), 6.90 (d, 2H), 6.65 (d, 1H), 5.65 (s, 2H), 3.85 (d, 3H), 1.20 (m, 2H), 0.95 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158671B2
Source datasetuspto-grants-2012_04
ORD IDord-5052060d9bff4df6b84fdaf262813743
Source noteuspto-grants-2012_04