5-Methyl-1H-imidazole-4-carbaldehyde → HCID 57527268, compound

HRID 858652Notes

Reaction equation

HRID 858652 reaction equation
[CH:1]1([C:6]2([CH2:14][CH2:15][C:16]3[CH:21]=[C:20]([CH2:22][CH3:23])[C:19]([OH:24])=[CH:18][C:17]=3[O:25][CH3:26])[O:11][C:10](=[O:12])[CH2:9][C:8](=[O:13])[CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:27][C:28]1[N:29]=[CH:30][NH:31][C:32]=1[CH:33]=O.CC1C=NC2N(N=C(C=O)N=2)C=1>>[CH:1]1([C:6]2([CH2:14][CH2:15][C:16]3[CH:21]=[C:20]([CH2:22][CH3:23])[C:19]([OH:24])=[CH:18][C:17]=3[O:25][CH3:26])[O:11][C:10](=[O:12])[C:9]([CH2:27][C:28]3[N:29]=[CH:30][NH:31][C:32]=3[CH3:33])=[C:8]([OH:13])[CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 27958875-Methyl-1H-imidazole-4-carbaldehydeHCID 58762481HCID 58762481, compoundHCID 587626196-Methyl-[1,2,4]triazolo[1,5-A]pyrimidine-2-carbaldehyde

Product 1

HCID 57527268HCID 57527268, compound

Procedure

The title compound was prepared analogously to Example A(126), where 6-Cyclopentyl-6-[2-(5-ethyl-4-hydroxy-2-methoxy-phenyl)-ethyl]-dihydro-pyran-2,4-dione was substituted in place of 6-Cyclopentyl-6-[2-(3-ethyl-4-hydroxy-phenyl)-ethyl-dihydro-pyran-2,4-dione and 4-methyl-5-imidazol carboxaldehyde was substituted in place of 6-Methyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde of that example. 1H NMR (400 MHz, DMSO-d6): δ 0.86 (t, J=7.5 Hz, 3H), 1.10–1.56 (m, 10H), 1.73–1.68 (m, 1H), 1.92 (s, 3H), 2.21–2.5 (m, 6H), 3.20–3.22 (m, 2H), 3.44 (s, 3H), 6.17 (s, 1H), 6.50 (s, 1H), 7.53 (s, 1H). Anal. Calcd. For C26H34N2O5.1H2O: C, 66.08; H, 7.68; N, 5.93. Found: C, 65.93; H, 7.66; N, 5.89. MS(ESI): 455.2 (M+H)+.

Sources & evidence

ORD record
ord-bb2f2cb8ce1c49d1841ea365110fc329
Source dataset
uspto-grants-2006_12
Patent number
US07148226B2

Reaction notes

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