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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572513Generated: October 27, 2026

Trifluoroacetate → 2-Tert-butoxy-2-[4-(3,4-dimethylphenyl)-2-methyl-7-(1-methylpyrazol-4-yl)-1-oxo-3-isoquinolyl]acetic acid

https://huagongshe.com/reaction/572513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetateHCID 84468—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
ReactantMethyl [7-bromo-4-(3,4-dimethylphenyl)-2-methyl-1-oxo-1,2-dihydro-3-isoquinolinyl][(1,1-dimethylethyl)oxy]acetateHCID 68295047—
Product2-Tert-butoxy-2-[4-(3,4-dimethylphenyl)-2-methyl-7-(1-methylpyrazol-4-yl)-1-oxo-3-isoquinolyl]acetic acidHCID 60141953—

Reaction Steps

The title compound was prepared in two steps in a manner similar to that described in Example 191 from methyl [7-bromo-4-(3,4-dimethylphenyl)-2-methyl-1-oxo-1,2-dihydro-3-isoquinolinyl][(1,1-dimethylethyl)oxy]acetate and 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole and was isolated as a pale yellow solid (20 mg, 57%) after reverse phase chromatography as the trifluoroacetate salt: 1H NMR (400 MHz, CHLOROFORM-d) δ=8.59 (s, 1 H), 7.91 (s, 1 H), 7.82 (s, 1 H), 7.70-7.53 (m, 1 H), 7.45-7.31 (m, 1 H), 7.32-7.22 (m, 1 H), 7.17 (dd, J=8.5, 12.4 Hz, 1 H), 7.12-7.03 (m, 1 H), 5.36 (d, J=1.0 Hz, 1 H), 4.00 (s, 3 H), 3.73 (s, 3 H), 2.38 (s, 3 H), 2.33 (d, J=2.5 Hz, 3 H), 1.07 (d, 9 H); LC/MS (m/z) ES+=474 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029391B2
Source datasetuspto-grants-2015_05
ORD IDord-c2c6fc7493ee4adb9e88277ac466638b
Source noteuspto-grants-2015_05