Trifluoroacetic acid → 4-{[5-(3-Iodophenyl)-2H-tetrazol-2-yl]methyl}benzoic acid

HRID 349449Notes

Reaction equation

C([O:5][C:6](=[O:26])[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][N:14]2[N:18]=[N:17][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([I:25])[CH:20]=3)=[N:15]2)=[CH:9][CH:8]=1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[I:25][C:21]1[CH:20]=[C:19]([C:16]2[N:17]=[N:18][N:14]([CH2:13][C:10]3[CH:9]=[CH:8][C:7]([C:6]([OH:26])=[O:5])=[CH:12][CH:11]=3)[N:15]=2)[CH:24]=[CH:23][CH:22]=1

Participants

Conditions

Temperature: 25 °C

Procedure

The ester (2.5 g, 5.41 mmol) prepared in Step (b) was suspended in dichloromethane (20 mL) followed by the addition of trifluoroacetic acid (5 mL). The solution was stirred for 16 hours at 25° C., then concentrated in vacuo. The resulting white solid was triturated with hexane/diethyl ether and the carboxylic acid (2.1 g, 100%) was collected by filtration. Mp 241–242° C.

Workup

concentrationconcentrated in vacuo
customThe resulting white solid was triturated with hexane/diethyl ether
filtrationthe carboxylic acid (2.1 g, 100%) was collected by filtration

Sources & evidence

ORD record: ord-5e4e8952e6a24f7584c55878fd6b0e08
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07179822B2

Reaction notes

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