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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1453174Generated: October 31, 2026

1-methyl-1H-1,3-benzodiazole-2-carbaldehyde → 6-[2-(3-Chloro-4-cyclopropylmethoxy-phenyl)-ethyl]-6-cyclopentyl-4-hydroxy-3-(1-methyl-1H-benzoimidazol-2-ylmethyl)-5,6-dihydro-pyran-2-one

https://huagongshe.com/reaction/1453174

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-methyl-1H-1,3-benzodiazole-2-carbaldehydeHCID 762084—
Reactant6-[2-(3-Chloro-4-isopropoxy-phenyl)ethyl]-6-cyclopentyl-tetrahydropyran-2,4-dioneHCID 16728739—
Reactant5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehydeHCID 23635226—
Reactant6-[2-(3-Chloro-4-cyclopropylmethoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dioneHCID 58762670—
Product6-[2-(3-Chloro-4-cyclopropylmethoxy-phenyl)-ethyl]-6-cyclopentyl-4-hydroxy-3-(1-methyl-1H-benzoimidazol-2-ylmethyl)-5,6-dihydro-pyran-2-oneHCID 58762381—

Reaction Steps

The title compound was prepared analogously to Example B(31), carbaldehyde where 6-[2-(3-Chloro-4-cyclopropylmethoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione was substituted in place of 6-[2-(3-Chloro-4-isopropoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione and 1-methyl-2-formylbenzimidazole was substituted in place of 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde of that example. 1H NMR (DMSO-d6): δ 0.10 (d, J=4.7, 2H), 0.33-0.36 (m, 2H), 0.98-2.04 (m, 14H), 2.17-2.26 (m, 2H), 2.29 (d, J=17, 1H), 2.54 (d, J=17 Hz, 1H), 3.56 (s, 3H), 3.60-3.65 (m, 2H), 3.85 (brs, 1H), 6.71-7.26 (m, 7H). Anal. Calcd. For C31H35ClN2O4.0.5H2O: C, 68.43; H, 6.67; N, 5.15. Found: C, 68.36; H, 6.58; N, 4.81. ESIMS (MH+): 536.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473790B2
Source datasetuspto-grants-2009_01
ORD IDord-d99d6f1c570f4613b5d33d3877d48b2f
Source noteuspto-grants-2009_01