HCID 53465727, compound → 4-Phenyl-1-[[3-(trifluoromethyl)phenyl]methyl]-1H-1,2,3-triazole

HRID 1424676Notes

Reaction equation

I[C:2]1[N:6]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)[N:5]=[N:4][C:3]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CO.CC([O-])=O.CC([O-])=O.[Pd+2]>[C:18]1([C:3]2[N:4]=[N:5][N:6]([CH2:7][C:8]3[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:15])([F:17])[F:16])[CH:9]=3)[CH:2]=2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

Conditions

Temperature: 55 °C

Procedure

Route A: Pd(OAc)2 (0.449 g, 2.000 mmol) was added to a solution of 3 (0.858 g, 2 mmol) and TEA (0.281 ml, 2.000 mmol) in MeOH (10 ml). The sample was warmed to 55° C. for 4 h and monitored by LC-MS. Once the starting material had been consumed the sample was cooled and the volatile components were removed under vacuum. The crude residue was then purified by column chromatography (9:1 Hex:EtOAc-4:1 Hex:EtOAc) to give 4 (0.59 g, 1.945 mmol, 97% yield) as a white solid.

Workup

customOnce the starting material had been consumed the sample
temperaturewas cooled
customthe volatile components were removed under vacuum
customThe crude residue was then purified by column chromatography (9:1 Hex:EtOAc-4:1 Hex:EtOAc)

Sources & evidence

ORD record: ord-f0af7d02ba9a460a8d358d3c865118e8
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08927736B2

Reaction notes

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