Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 750851Generated: November 4, 2026

Cyclobutylcarbinol → 2-Cyclobutylmethoxy-4-(3-pyridyloxy)-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine

https://huagongshe.com/reaction/750851

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclobutylcarbinolHCID 78130—
ReactantHCID 10255652HCID 10255652—
ReactantButyllithiumHCID 178418339—
Product2-Cyclobutylmethoxy-4-(3-pyridyloxy)-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidineHCID 11756172—

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 cyclobutylmethanol by the procedure described in Reference Examples 6 and 7 to afford 2-cyclobutylmethoxy-4-(3-pyridyloxy)-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine: HPLC/MS: m/e=512 (M++1); Rt=4.40 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), 7.00 (m, 1H), 7.13-7.18 (m, 2H), 7.20-7.30 (m, 5H), 7.63-7.68 (m, 1H), 8.11 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07405221B2
Source datasetuspto-grants-2008_07
ORD IDord-06b95033a88d4b07babee81267acbc0a
Source noteuspto-grants-2008_07