1-Methyl-2-imidazolecarboxaldehyde → 6-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyl-3-[(1-methyl-1H-imidazol-2-yl)methyl]dihydro-2H-pyran-2,4(3H)-dione

HRID 858732Notes

Reaction equation

HRID 858732 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[C:3]1[CH:7]=O.CC1C=C(C)N2N=C(C=O)N=C2N=1.[Cl:22][C:23]1[CH:24]=[C:25]([CH2:31][CH2:32][C:33]2([CH:41]3[CH2:45][CH2:44][CH2:43][CH2:42]3)[O:38][C:37](=[O:39])[CH2:36][C:35](=[O:40])[CH2:34]2)[CH:26]=[CH:27][C:28]=1[O:29][CH3:30].ClC1C=C(CCC2(C3CCCC3)OC(=O)CC(=O)C2)C=CC=1OC(C)C>>[Cl:22][C:23]1[CH:24]=[C:25]([CH2:31][CH2:32][C:33]2([CH:41]3[CH2:45][CH2:44][CH2:43][CH2:42]3)[O:38][C:37](=[O:39])[CH:36]([CH2:7][C:3]3[N:2]([CH3:1])[CH:6]=[CH:5][N:4]=3)[C:35](=[O:40])[CH2:34]2)[CH:26]=[CH:27][C:28]=1[O:29][CH3:30]

Participants

5

Reactant 4

HCID 1395751-Methyl-2-imidazolecarboxaldehydeHCID 160761096-(3-chloro-4-methoxyphenethyl)-6-cyclopentyl-dihydro-3H-pyran-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 498712296-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyl-3-[(1-methyl-1H-imidazol-2-yl)methyl]dihydro-2H-pyran-2,4(3H)-dione

Procedure

The title compound was prepared analogously to Example B(31), where 1-methyl-1H-imidazole-2-carbaldehyde was substituted in place of 5,7-dimethyl[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde and 6-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyldihydro-2H-pyran-2,4(3H)-dione was substituted in place of 6-[2-(3-chloro-4-isopropoxyphenyl)ethyl]-6-cyclopentyldihydro-2H-pyran-2,4(3H)-dione in that example.

Sources & evidence

ORD record
ord-6e69fde947d347b9917715cd8ad018ba
Source dataset
uspto-grants-2006_12
Patent number
US07148226B2

Reaction notes

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