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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2100761Generated: October 31, 2026

Acetic Acid → HCID 57799809, compound

https://huagongshe.com/reaction/2100761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-MethoxyphenolHCID 9015—
ReactantSodium hydrideHCID 24758—
Reactant(1-chloro-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amineHCID 57799635—
SolventDimethyl EtherHCID 8254—
ProductHCID 57799809HCID 5779980922.4%

Reaction Conditions

Temperature150 °C

Reaction Steps

NaH (155 mg) was added to a solution of 4-methoxy-phenol (500 mg) in dimethyl ether (DME) (2 ml) and stirred for 1 hour. (1-chloro-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine (100 mg) was added to the mixture, and the mixture was heated at 150° C. for 30 minutes under microwave irradiation. The reaction mixture was acidified to pH=7 with acetic acid and purified by preparative LC-MS to give [1-(4-methoxy-phenoxy)-isoquinolin-3-yl]-(5-methyl-1H-pyrazol-3-yl)-amine (30 mg). LC-MS: m/e 347(MH+). 1H NMR(CDCl3): δ 2.18(s, 3H), δ 3.85(s, 3H), δ 5.64(s, 1H), δ 6.78(s, 1H), δ 6.87(s, 1H), δ 7.02(m, 2H), δ 7.21(m, 3H), δ 7.31(m, 1H), δ 7.54(d, 2H), δ 8.27(d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572809B2
Source datasetuspto-grants-2009_08
ORD IDord-29eac341777a465f8a0909eed06d3638
Source noteuspto-grants-2009_08