5-(Chloromethyl)-2-methoxybenzonitrile → 2-Methoxy-5-[[[5-(1,2,4-triazolo[1,5-a]pyridin-7-yl)-1,3,4-oxadiazol-2-yl]thio]methyl]benzonitrile

HRID 452687Notes

Reaction equation

HRID 452687 reaction equation
C(N(CC)CC)C.[N:8]1[CH:9]=[N:10][N:11]2[CH:16]=[CH:15][C:14]([C:17]3[O:21][C:20]([SH:22])=[N:19][N:18]=3)=[CH:13][C:12]=12.Cl[CH2:24][C:25]1[CH:26]=[CH:27][C:28]([O:33][CH3:34])=[C:29]([CH:32]=1)[C:30]#[N:31]>>[CH3:34][O:33][C:28]1[CH:27]=[CH:26][C:25]([CH2:24][S:22][C:20]2[O:21][C:17]([C:14]3[CH:15]=[CH:16][N:11]4[N:10]=[CH:9][N:8]=[C:12]4[CH:13]=3)=[N:18][N:19]=2)=[CH:32][C:29]=1[C:30]#[N:31]

Participants

3

Reactant 2

HCID 229961915-(Chloromethyl)-2-methoxybenzonitrileHCID 178464120HCID 178464120, compound

Product 1

HCID 686641532-Methoxy-5-[[[5-(1,2,4-triazolo[1,5-a]pyridin-7-yl)-1,3,4-oxadiazol-2-yl]thio]methyl]benzonitrileYield 56%

Procedure

In the same manner as in Example 1 and using 5-(1,2,4-triazolo[1,5-a]pyridin-7-yl)-1,3,4-oxadiazole-2-thiol triethylamine salt instead of 5-(benzothiazol-6-yl)-1,3,4-oxadiazole-2-thiol and 5-(chloromethyl)-2-methoxybenzonitrile instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 56%) was obtained as pale-brown crystals.

Sources & evidence

ORD record
ord-f3b9d6aa87c44892893b45104bfb1a95
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

Loading…