HCID 58762481, compound → HCID 57527276, compound

HRID 858653Notes

Reaction equation

HRID 858653 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.[CH2:27]([C:29]1[NH:30][C:31]([CH:35]=O)=[C:32]([CH3:34])[N:33]=1)[CH3:28].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]([CH2:35][C:31]3[N:30]=[C:29]([CH2:27][CH3:28])[NH:33][C:32]=3[CH3:34])=[C:8]([OH:13])[CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 58762481HCID 58762481, compoundHCID 587626196-Methyl-[1,2,4]triazolo[1,5-A]pyrimidine-2-carbaldehydeHCID 178437630HCID 178437630, compound

Product 1

HCID 57527276HCID 57527276, 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 2-ethyl-5-formyl-4-methylimidazole 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 1.07–1.34 (m, 6H), 1.49–1.81 (m, 10H), 2.13 (s, 3H), 2.28–2.35 (m, 1H), 2.39–2.68 (m, 8H), 3.40 (d, J=6.9 Hz, 2H), 3.68 (s, 3H), 6.41 (s, 1H), 6.74 (s, 1H). Anal. Calcd. For C28H38N2O5.1H2O: C, 67.18; H, 8.05; N, 5.60. Found: C, 67.50; H, 8.09; N, 5.60. MS(ESI): 483.2 (M+H)+.

Sources & evidence

ORD record
ord-d8f97221701242789b51b250be7c3f62
Source dataset
uspto-grants-2006_12
Patent number
US07148226B2

Reaction notes

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