3,5-Heptanedione → 2-[3-(4-Chlorophenoxy)propyl]-5,7-diethyl-[1,2,4]triazolo[1,5-a]pyrimidine

HRID 1752817

Reaction equation

HRID 1752817 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][CH2:7][CH2:8][CH2:9][C:10]2[N:14]=[C:13]([NH2:15])[NH:12][N:11]=2)=[CH:4][CH:3]=1.[CH3:18][CH2:19][C:20](=O)[CH2:21][C:22](=O)[CH2:23][CH3:24]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][CH2:8][CH2:9][C:10]2[N:14]=[C:13]3[N:15]=[C:20]([CH2:19][CH3:18])[CH:21]=[C:22]([CH2:23][CH3:24])[N:12]3[N:11]=2)=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 819233,5-HeptanedioneHCID 178508402HCID 178508402, compound

Product 1

HCID 766846872-[3-(4-Chlorophenoxy)propyl]-5,7-diethyl-[1,2,4]triazolo[1,5-a]pyrimidineYield 44%

Procedure

The title compound was prepared according to the experimentals described for Example 22 above from 3-[3-(4-chlorophenoxy)propyl]-1H-1,2,4-triazol-5-amine and 3,5-heptanedione in 44% yield; 1H NMR (DMSO-d6, 400 MHz) δ ppm: 7.31 (dd, 1H), 7.29 (dd, 1H), 7.11 (s, 1H), 6.96 (dd, 1H), 6.94 (dd, 1H), 4.08 (t, 2H), 3.07 (q, 2H), 2.97 (t, 2H), 2.86 (q, 2H), 2.20 (m, 2H), 1.33 (t, 3H), 1.27 (t, 3H).

Sources & evidence

ORD record
ord-05c243ae70324d5ebc86776090fa9e8d
Source dataset
uspto-grants-2015_10
Patent number
US09163027B2

Linked notes

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