5-(3-Chloro-4-propoxyphenyl)-3-(3-iodo-4-isopropoxyphenyl)-1,2,4-oxadiazole → HCID 136359940, compound

HRID 717707Notes

Reaction equation

HRID 717707 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([C:12]2[N:16]=[C:15]([C:17]3[O:18][C:19]4[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:20]=4[CH:21]=3)[O:14][N:13]=2)[CH:5]=[CH:6][C:7]=1[O:8]C(C)C.ClC1C=C(C2ON=C(C3C=CC(OC(C)C)=C(I)C=3)N=2)C=CC=1OCCC>>[I:1][C:2]1[CH:3]=[C:4]([C:12]2[N:16]=[C:15]([C:17]3[O:18][C:19]4[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:20]=4[CH:21]=3)[O:14][N:13]=2)[CH:5]=[CH:6][C:7]=1[OH:8]

Participants

3

Reactant 2

HCID 666149435-(3-Chloro-4-propoxyphenyl)-3-(3-iodo-4-isopropoxyphenyl)-1,2,4-oxadiazoleHCID 66615151HCID 66615151, compound

Product 1

HCID 136359940HCID 136359940, compoundYield 65%

Procedure

When the product of Step D was substituted for 5-(3-chloro-4-propoxyphenyl)-3-(3-iodo-4-isopropoxyphenyl)-1,2,4-oxadiazole in Example 36, Step C, the similar procedure afforded the title compound in 65% yield, as colourless solid. 1H-NMR (CDCl3) 8.53 (d, 1H, J=2.01 Hz); 8.06 (dd, 1H, J=8.49, 2.01 Hz); 7.64 (b, 1H); 7.6 (d, 1H, J=8.7 Hz); 7.13 (b, 1H); 7.08 (d, 1H, J=8.46 Hz); 6.98 (dd, 1H, J=8.7, 2.22 Hz); 3.89 (s, 3H).

Sources & evidence

ORD record
ord-445323f0225541f4bbc576f02663e452
Source dataset
uspto-grants-2015_11
Patent number
US09193716B2

Reaction notes

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