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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2043046Generated: October 27, 2026

Diethyl Ether → 3-[1-phenylsulfonyl-4-(5-phenyl-pent-1-ynyl)-1H-pyrazol-3-yl]-pyridine

https://huagongshe.com/reaction/2043046

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant5-Phenyl-1-pentyneHCID 74573—
Reactant3-(1-phenylsulfonyl-4-iodo-1H-pyrazol-3-yl)-pyridineHCID 57548066—
Reactant3-(4-Hex-1-ynyl-1H-pyrazol-3-yl)-1,2,5,6-tetrahydro-1-methylpyridineHCID 178442470—
SolventDiethylether ethylacetateHCID 21584169—
Product3-[1-phenylsulfonyl-4-(5-phenyl-pent-1-ynyl)-1H-pyrazol-3-yl]-pyridineHCID 6728408680%
Product3-(4-Non-1-ynyl-1H-pyrazol-3-yl)-pyridineHCID 178442740—

Reaction Steps

Compound 44C was prepared following the procedure as described for the synthesis of compound 44A (see Scheme 9) using pent-4-ynyl-benzene and 3-(1-phenylsulfonyl-4-iodo-1H-pyrazol-3-yl)-pyridine (36B). (flash chromatography with diethyl ether/PE (1/1)) to afford 3-[1-phenylsulfonyl-4-(5-phenyl-pent-1-ynyl)-1H-pyrazol-3-yl]-pyridine (43D) as an oil (80%). 1H-NMR (400 MHz, CDCl3): δ 9.3 (d, J=2 Hz, 1H), 8.6 (dd, J=5 Hz, 2 Hz, 1H), 8.33 (dt, J=8 Hz, 2 Hz, 1H), 8.22 (s, 1H), 8.09-8.05 (m, 2H), 7.68 (bt, J=8 Hz, 1H), 7.57 (bt, J=8 Hz, 2H), 7.35-7.25 (m, 3H), 7.21-7.15 (m, 3H), 2.74 ((t, J=7 Hz, 2H), 2.42 ((t, J=7 Hz, 2H), 1.96-1.87 (m, 2H). (TLC diethyl ether Rf 0.56).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586606B2
Source datasetuspto-grants-2013_11
ORD IDord-36d3ee0fa8b34b63b2025ade0ba1abb7
Source noteuspto-grants-2013_11