4-Methoxy-3-(trifluoromethyl)benzyl bromide → 7-[5-[[4-Methoxy-3-(trifluoromethyl)benzyl]thio]-1,3,4-oxadiazol-2-yl]-1,2,4-triazolo[1,5-a]pyridine

HRID 452686Notes

Reaction equation

HRID 452686 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.[CH3:23][O:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][C:26]=1[C:33]([F:36])([F:35])[F:34]>>[CH3:23][O:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][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:27][C:26]=1[C:33]([F:34])([F:36])[F:35]

Participants

3

Reactant 2

HCID 27753024-Methoxy-3-(trifluoromethyl)benzyl bromideHCID 178464120HCID 178464120, compound

Product 1

HCID 686646757-[5-[[4-Methoxy-3-(trifluoromethyl)benzyl]thio]-1,3,4-oxadiazol-2-yl]-1,2,4-triazolo[1,5-a]pyridineYield 62%

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 4-methoxy-3-(trifluoromethyl)benzyl bromide instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 62%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-d3b5030745ea4a788f43f6456b283e2f
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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