3-(Chloromethyl)-5-(3,5-difluorophenyl)-1,2,4-oxadiazole → HCID 67404861, compound

HRID 2101987Notes

Reaction equation

HRID 2101987 reaction equation
[CH3:1][CH:2]([CH3:19])[CH2:3][C:4]1[NH:5][C:6]2[C:11]([CH:12]=1)=[C:10]([C:13]([F:16])([F:15])[F:14])[C:9]([C:17]#[N:18])=[CH:8][CH:7]=2.Cl[CH2:21][C:22]1[N:26]=[C:25]([C:27]2[CH:32]=[C:31]([F:33])[CH:30]=[C:29]([F:34])[CH:28]=2)[O:24][N:23]=1>>[F:33][C:31]1[CH:32]=[C:27]([C:25]2[O:24][N:23]=[C:22]([CH2:21][N:5]3[C:6]4[C:11](=[C:10]([C:13]([F:16])([F:14])[F:15])[C:9]([C:17]#[N:18])=[CH:8][CH:7]=4)[CH:12]=[C:4]3[CH2:3][CH:2]([CH3:19])[CH3:1])[N:26]=2)[CH:28]=[C:29]([F:34])[CH:30]=1

Participants

3

Procedure

Synthesized as described in Example 4 using 2-(2-methylpropyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile and 3-(chloromethyl)-5-(3,5-difluorophenyl)-1,2,4-oxadiazole: 1H NMR (400 MHz, CDCl3) δ 7.66 (d, J=8.3 Hz, 1H), 7.56 (m, 3H), 7.05 (t, J=8.5 Hz, 1H), 6.63 (s, 1H), 5.46 (s, 2H), 2.83 (d, J=7.1 Hz, 2H), 2.13 (m, 1H), 1.07 (d, J=6.6 Hz, 6H); MS (ES) m/z 461 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-9d51f7c1f1b546dea21c98228167f492
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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