5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde → HCID 58762487, compound

HRID 858644Notes

Reaction equation

HRID 858644 reaction equation
[CH:1]1([C:6]2([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([CH2:23][CH2:24][CH3:25])[CH:17]=3)[O:11][C:10](=[O:12])[CH2:9][C:8](=[O:13])[CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:26]([C:28]1[CH:33]=[C:32]([CH2:34][CH3:35])[N:31]2[N:36]=[C:37]([CH:39]=O)[N:38]=[C:30]2[N:29]=1)[CH3:27].CC1C=C(C)N2N=C(C=O)N=C2N=1>>[CH:1]1([C:6]2([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([CH2:23][CH2:24][CH3:25])[CH:17]=3)[O:11][C:10](=[O:12])[C:9]([CH2:39][C:37]3[N:38]=[C:30]4[N:29]=[C:28]([CH2:26][CH3:27])[CH:33]=[C:32]([CH2:34][CH3:35])[N:31]4[N:36]=3)=[C:8]([OH:13])[CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 236352265,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehydeHCID 58762314HCID 58762314, compoundHCID 86600107HCID 86600107, compound

Product 1

HCID 58762487HCID 58762487, compound

Procedure

The title compound was prepared analogously to Example A(131), where 6-cyclopentyl-6-[2-(4-hydroxy-3-propylphenyl)ethyl]dihydro-2H-pyran-2,4(3H)-dione was substituted in place of 6-cyclopentyl-6-[2-(3-fluoro-4-{methyl[methyl(dimethylene)-sulfanyl]amino}phenyl)ethyl]dihydro-2H-pyran-2,4(3H)-dione and 5,7-diethyl[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde was substituted in place of 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde. 1H NMR (CDCl3): δ 1.00 (t, J=7.54 Hz, 3H), 1.40–1.80 (brm, 16H), 2.00–2.18(m, 5H), 2.59 (m, 2H), 2.73 (m, 4H), 2.95 (m, 2H), 4.00 (s, 2H), 6.67 (d, J=5.78 Hz, 1H), 6.95 (m, 2H), 7.21 (s, 1H). Anal. Calcd. For C32H40O4N4: C, 70.56; H, 7.40; N, 10.29. Found: C, 70.23; H, 7.69; N, 10.31.

Sources & evidence

ORD record
ord-b80f11178754412aa0b529adeb6c18c7
Source dataset
uspto-grants-2006_12
Patent number
US07148226B2

Reaction notes

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