3-Fluorobenzyl chloride → 7-[5-[(3-Fluorobenzyl)thio]-1,3,4-oxadiazol-2-yl]-1,2,4-triazolo[1,5-a]pyridine

HRID 452688Notes

Reaction equation

HRID 452688 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.[F:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27]Cl>>[F:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27][S:22][C:20]1[O:21][C:17]([C:14]2[CH:15]=[CH:16][N:11]3[N:10]=[CH:9][N:8]=[C:12]3[CH:13]=2)=[N:18][N:19]=1

Participants

3

Reactant 2

HCID 99743-Fluorobenzyl chlorideHCID 178464120HCID 178464120, compound

Product 1

HCID 686632927-[5-[(3-Fluorobenzyl)thio]-1,3,4-oxadiazol-2-yl]-1,2,4-triazolo[1,5-a]pyridineYield 27%

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 3-fluorobenzyl chloride instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 27%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-85c5b7b91c0248afb31d9c9c91af191c
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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