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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272323Generated: November 2, 2026

Picolyl chloride hydrochloride → 1-(4-Methoxyphenyl)-4-(2,2,4,6,7-pentamethyl-3-(2-pyridylmethyl)oxy-2,3-dihydro-1-benzofuran-5-yl)piperazine

https://huagongshe.com/reaction/1272323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolyl chloride hydrochlorideHCID 23392—
Reactant5-(4-(4-Methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-olHCID 67420208—
SolventEthyl acetate hexaneHCID 21226206—
Product1-(4-Methoxyphenyl)-4-(2,2,4,6,7-pentamethyl-3-(2-pyridylmethyl)oxy-2,3-dihydro-1-benzofuran-5-yl)piperazineHCID 1845604186%

Reaction Steps

Using 2-chloromethylpyridine hydrochloride and 5-(4-(4-methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol obtained in Reference Example 18, the title compound was synthesized in the same manner as in Example 74. Yield 86%. mp. 120–121° C. (hexane-ethyl acetate). 1H-NMR (CDCl3) δ: 1.37 (3H, s), 1.59 (3H, s), 2.09 (3H, s), 2.25 (3H, s), 2.28 (3H, s), 3.05–3.28 (8H, m), 3.79 (3H, s), 4.67 (2H, s), 4.75 (1H, s), 6.86 (2H, d, J=9.2 Hz), 6.97 (2H, d, J=9.2 Hz), 7.15–7.21 (1H, m), 7.48 (1H, d, J=7.6 Hz), 7.68 (1H, t, J=7.6 Hz), 8.52 (1H, d, J=4.4 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07208495B2
Source datasetuspto-grants-2007_04
ORD IDord-f7fcd038dd254e1aa3b14d5c8ff62705
Source noteuspto-grants-2007_04