3-(Chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole → HCID 86620714, compound

HRID 2102183Notes

Reaction equation

HRID 2102183 reaction equation
[C:1]([C:3]1[C:4]([C:18]([F:21])([F:20])[F:19])=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[CH:6]2)#[N:2].Cl[CH2:23][C:24]1[N:28]=[C:27]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31](C(F)(F)F)[CH:30]=2)[O:26][N:25]=1>>[C:1]([C:3]1[C:4]([C:18]([F:21])([F:20])[F:19])=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:23][C:24]1[N:28]=[C:27]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][C:34]=3[C:18]([F:21])([F:20])[F:19])[O:26][N:25]=1)[C:7]([CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[CH:6]2)#[N:2]

Participants

3

Reactant 2

HCID 27366223-(Chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazoleHCID 67405070HCID 67405070, compound

Product 1

HCID 86620714HCID 86620714, compound

Procedure

Synthesized as described in Example 4 using methyl 3-[5-cyano-4-(trifluoromethyl)-1H-indol-2-yl]propanoate (Example 355A) and 3-(chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole: 1H NMR (400 MHz, CDCl3) δ 8.31 (s, 1H), 8.24 (d, J=7.8 Hz, 1H), 7.85 (d, J=7.8 Hz, 1H), 7.67 (m, 2H), 7.57 (d, J=8.5 Hz, 1H), 6.63 (s, 1H), 5.54 (s, 2H), 3.73 (s, 3H), 3.33 (d, J=7.7 Hz, 2H), 2.94 (d, J=7.7 Hz, 2H): MS (ES) m/z 523 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-717d0b4a06424ee6bb2ec064a5de4916
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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