Trifluoroacetic acid → HCID 57971488, compound

HRID 913239Notes

Reaction equation

HRID 913239 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[O:13][C:12]([CH2:14][C:15]2[CH:27]=[CH:26][C:18]([C:19]([O:21]C(C)(C)C)=[O:20])=[CH:17][CH:16]=2)=[N:11][N:10]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[O:13][C:12]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:26][CH:27]=2)=[N:11][N:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67407216HCID 67407216, compound

Product 1

HCID 57971488HCID 57971488, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 4-{[5-(2-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methyl}benzoate (86 mg, 0.24 mmol) in methylene chloride (5 mL) was treated with trifluoroacetic acid (3.5 g) and stirred at ambient temperature for 30 minutes. The reaction was evaporated in vacuo to give the title compound as a white solid. 1H NMR (600 MHz, CDCl3) δ 8.09 (d, J=8.5 Hz, 2H), 7.81 (d, J=8.2 Hz, 11H), 7.54 (m, 1H), 7.48 (d, J=8.2 Hz, 2H), 7.06 (m, 2H), 4.41 (s, 2H), 3.93 (s, 3H); ESIMS calcd 311.1 (M++H), found 311.1 (M++H).

Workup

  1. customThe reaction was evaporated in vacuo

Sources & evidence

ORD record
ord-4bec6eafd9414d6b810d98fa7dbc74ae
Source dataset
uspto-grants-2011_09
Patent number
US08026260B2

Reaction notes

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