HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-methyl-1H-1,3-benzodiazole-2-carbaldehyde | HCID 762084 | — |
| Reactant | 6-[2-(3-Chloro-4-isopropoxy-phenyl)ethyl]-6-cyclopentyl-tetrahydropyran-2,4-dione | HCID 16728739 | — |
| Reactant | 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde | HCID 23635226 | — |
| Reactant | 6-[2-(3-Chloro-4-cyclopropylmethoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione | HCID 58762670 | — |
| Product | 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 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07473790B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-d99d6f1c570f4613b5d33d3877d48b2f |
| Source note | uspto-grants-2009_01 |