5-(3-Chloro-4-propoxyphenyl)-3-(3-iodo-4-isopropoxyphenyl)-1,2,4-oxadiazole → HCID 136359944, compound

HRID 2046122Notes

Reaction equation

HRID 2046122 reaction equation
[CH2:1]([N:5]1[CH:9]=[C:8]([C:10]2[O:14][N:13]=[C:12]([C:15]3[CH:20]=[CH:19][C:18]([O:21]C(C)C)=[C:17]([I:25])[CH:16]=3)[N:11]=2)[CH:7]=[N:6]1)[CH2:2][CH2:3][CH3:4].ClC1C=C(C2ON=C(C3C=CC(OC(C)C)=C(I)C=3)N=2)C=CC=1OCCC>>[CH2:1]([N:5]1[CH:9]=[C:8]([C:10]2[O:14][N:13]=[C:12]([C:15]3[CH:20]=[CH:19][C:18]([OH:21])=[C:17]([I:25])[CH:16]=3)[N:11]=2)[CH:7]=[N:6]1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 666149435-(3-Chloro-4-propoxyphenyl)-3-(3-iodo-4-isopropoxyphenyl)-1,2,4-oxadiazoleHCID 66614995HCID 66614995, compound

Product 1

HCID 136359944HCID 136359944, compoundYield 72%

Procedure

When the product of Step B was substituted for 5-(3-chloro-4-propoxy phenyl)-3-(3-iodo-4-isopropoxy phenyl)-1,2,4-oxadiazole in Example 36, Step C, the similar procedure afforded the title compound in 72% yield, as creamy solid. 1H NMR (CDCl3) 8.45 (d, 1H, J=1.98 Hz); 8.12 (s, 1H); 8.09 (s, 1H); 7.99 (dd, 1H, J=8.49, 2.01 Hz); 7.06 (d, 1H, J=8.49 Hz); 4.2 (t, 2H, J=7.08 Hz); 2.02-1.85 (m, 2H); 1.42-1.26 (m, 2H); 0.95 (t, 3H, J=7.29 Hz).

Sources & evidence

ORD record
ord-02a923b66b704292af0c4ac0bab6c4a7
Source dataset
uspto-grants-2013_11
Patent number
US08592399B2

Reaction notes

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