6-[2-(5-Chloro-2,4-dimethoxy-phenyl)ethyl]-6-cyclopentyl-tetrahydropyran-2,4-dione → 6-[2-(5-Chloro-2,4-dimethoxy-phenyl)-ethyl]-3-(4-chloro-1-methyl-1H-pyrazol-3-ylmethyl)-6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-one

HRID 858727Notes

Reaction equation

HRID 858727 reaction equation
[Cl:1][C:2]1[C:3]([O:25][CH3:26])=[CH:4][C:5]([O:23][CH3:24])=[C:6]([CH2:8][CH2:9][C:10]2([CH:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)[O:15][C:14](=[O:16])[CH2:13][C:12](=[O:17])[CH2:11]2)[CH:7]=1.[Cl:27][C:28]1[CH:29]=[C:30](CCC2(C3CCCC3)OC(=O)CC(=O)C2)C=C[C:33]=1OC(C)C.CC1C=C(C)[N:57]2[N:61]=C(C=O)N=[C:56]2N=1>>[Cl:1][C:2]1[C:3]([O:25][CH3:26])=[CH:4][C:5]([O:23][CH3:24])=[C:6]([CH2:8][CH2:9][C:10]2([CH:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)[O:15][C:14](=[O:16])[C:13]([CH2:30][C:29]3[C:28]([Cl:27])=[CH:33][N:57]([CH3:56])[N:61]=3)=[C:12]([OH:17])[CH2:11]2)[CH:7]=1

Participants

4

Reactant 3

HCID 167287016-[2-(5-Chloro-2,4-dimethoxy-phenyl)ethyl]-6-cyclopentyl-tetrahydropyran-2,4-dioneHCID 167287396-[2-(3-Chloro-4-isopropoxy-phenyl)ethyl]-6-cyclopentyl-tetrahydropyran-2,4-dioneHCID 236352265,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde

Product 1

HCID 587625186-[2-(5-Chloro-2,4-dimethoxy-phenyl)-ethyl]-3-(4-chloro-1-methyl-1H-pyrazol-3-ylmethyl)-6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-one

Procedure

The title compound was prepared analogously to Example B(31), where 6-[2-(5-Chloro-2,4-dimethoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione (described in Step 1 of example B(35)) was substituted in place of 6-[2-(3-Chloro-4-isopropoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione and 4-chloro-1-methyl-1H-pyrazole-3-carbalehyde was substituted in place of 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde of that example.

Sources & evidence

ORD record
ord-0a71df425883473e9e935445540a27d6
Source dataset
uspto-grants-2006_12
Patent number
US07148226B2

Reaction notes

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