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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 750856Generated: October 30, 2026

(+-)-2-Butanol → 2-(Sec-butyloxy)-4-(3-pyridyloxy)-5-(4-chloro-phenyl)-6-(2,4-dichlorophenyl)pyrimidine

https://huagongshe.com/reaction/750856

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(+-)-2-ButanolHCID 6568—
ReactantHCID 10255652HCID 10255652—
ReactantButyllithiumHCID 178418339—
Product2-(Sec-butyloxy)-4-(3-pyridyloxy)-5-(4-chloro-phenyl)-6-(2,4-dichlorophenyl)pyrimidineHCID 59753937—

Reaction Steps

2-Methylsulfonyl-4-(3-pyridyloxy)-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine from Example 86 (50 mg, 0.1 mmol) was reacted with 2 equivalents each of n-butyl lithium and sec-butanol by the procedure described in Reference Examples 6 and 7 to afford 2-(sec-butyloxy)-4-(3-pyridyloxy)-5-(4-chloro-phenyl)-6-(2,4-dichlorophenyl)pyrimidine: HPLC/MS: m/e=500 (M++1); Rt=4.26 min. 1H-NMR 500 MHz (CDCl3): δ 0.91 (t, 3H), 1.29 (d, J=6 Hz, 3H), 1.56-1.64 (m, 1H), 1.71-1.80(m, 1H), 4.81-4.88 (m, 1H), 7.18-7.30 (m, 6H), 7.36-7.38 (t, 1H), 7.40-7.43 (m, 1H), 7.60 (m, 1H), 8.52-8.56 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07405221B2
Source datasetuspto-grants-2008_07
ORD IDord-34ceabd3afc24e60b7047086a2f5889a
Source noteuspto-grants-2008_07