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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 750849Generated: October 30, 2026

3-Hydroxy-5-chloropyridine → HCID 10030369, compound

https://huagongshe.com/reaction/750849

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Hydroxy-5-chloropyridineHCID 582305—
ReactantHCID 69199205HCID 69199205—
ReactantButyllithiumHCID 178418339—
ProductHCID 10030369HCID 10030369—

Reaction Steps

2-Cyclobutylmethoxy-4-methylsulfonyl-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine (the Mrf product from Example 83), (40 mg, 0.08 mmol) was reacted with 2 equivalents each of n-butyl lithium and 3-hydroxy-5-chloro-pyridine according to the procedure described in Reference Examples 6 and 7 to afford 2-cyclobutylmethoxy-4-(5-chloro-3-pyridyloxy)-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine: HPLC/MS: m/e=546 (M++1); Rt=5.20 min. 1H-NMR 400 MHz (CDCl3): δ 1.80-1.98 (m, 4H), 2.10-2.11(m, 2H), 2.74 (m, 1H), 4.20 (d, J=7 Hz, 2H), 7.10-7.18 (m, 3H), 7.20-7.28 (m, 3H), 7.35 (d, J=2 Hz, 1H), 7.63 (m, 1H), 8.05 (d, J=2 Hz, 1H), 8.10 (d, J=2 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07405221B2
Source datasetuspto-grants-2008_07
ORD IDord-f4cbf081fcfa40648d909840fc8c364d
Source noteuspto-grants-2008_07