3-(Chloromethyl)-5-(3,5-dimethylisoxazol-4-yl)-1,2,4-oxadiazole → 4-Chloro-1-{[5-(3,5-dimethyl-4-isoxazolyl)-1,2,4-oxadiazol-3-yl]methyl}-2-ethyl-1H-benzimidazole-5-carbonitrile

HRID 913571Notes

Reaction equation

HRID 913571 reaction equation
[Cl:1][C:2]1[C:10]2[N:9]=[C:8]([CH2:11][CH3:12])[NH:7][C:6]=2[CH:5]=[CH:4][C:3]=1[C:13]#[N:14].Cl[CH2:16][C:17]1[N:21]=[C:20]([C:22]2[C:23]([CH3:28])=[N:24][O:25][C:26]=2[CH3:27])[O:19][N:18]=1>>[Cl:1][C:2]1[C:10]2[N:9]=[C:8]([CH2:11][CH3:12])[N:7]([CH2:16][C:17]3[N:21]=[C:20]([C:22]4[C:23]([CH3:28])=[N:24][O:25][C:26]=4[CH3:27])[O:19][N:18]=3)[C:6]=2[CH:5]=[CH:4][C:3]=1[C:13]#[N:14]

Participants

3

Reactant 2

HCID 27357603-(Chloromethyl)-5-(3,5-dimethylisoxazol-4-yl)-1,2,4-oxadiazoleHCID 674049024-chloro-2-ethyl-1H-benzimidazole-5-carbonitrile

Product 1

HCID 674043514-Chloro-1-{[5-(3,5-dimethyl-4-isoxazolyl)-1,2,4-oxadiazol-3-yl]methyl}-2-ethyl-1H-benzimidazole-5-carbonitrile

Procedure

Synthesized as described in Example 197B from 4-chloro-2-ethyl-1H-benzimidazole-5-carbonitrile and 3-(chloromethyl)-5-(3,5-dimethyl-4-isoxazolyl)-1,2,4-oxadiazole: MS (ESI) m/z 383 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-4993f13333104f4893bdc0c6e3e8dd6c
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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