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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1177169Generated: November 2, 2026

1-Methyl-3-aminopyrazole → 4-(4-Cyano-phenoxy)-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amide

https://huagongshe.com/reaction/1177169

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methyl-3-aminopyrazoleHCID 137254—
Reactant4-(4-Cyano-phenoxy)-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid methyl esterHCID 66755804—
Product4-(4-Cyano-phenoxy)-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amideHCID 66755792—

Reaction Steps

The title compound was prepared in a similar manner as described for Example 1, from 3-amino-1-methyl-pyrazole (366 mg, 3.96 mmol) and 4-(4-cyano-phenoxy)-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid methyl ester (187a) (128 mg, 0.396 mmol) to give a white solid (121 mg, 77% yield). 1H NMR (400 MHz, CDCl3) δ 8.80 (s, 1 H) 7.56-7.69 (m, 2 H) 7.21-7.33 (m, 1 H) 6.97-7.09 (m, 4 H) 6.79 (d, J=2.02 Hz, 1 H) 3.75 (s, 3 H) 2.88 (s, 2 H) 1.49 (s, 6 H); LCMS for C22H20N4O3 m/z 389.20 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842713B2
Source datasetuspto-grants-2010_11
ORD IDord-b3380ecb860f4c5baeb2edd88f7e0503
Source noteuspto-grants-2010_11