Trifluoroacetic acid → HCID 59290424, compound

HRID 909901Notes

Reaction equation

HRID 909901 reaction equation
[CH3:1][N:2]1[N:6]=[N:5][C:4]([C:7]2[CH:8]=[C:9]([CH:22]=[CH:23][CH:24]=2)[CH2:10][CH2:11][O:12][CH2:13][CH2:14][C:15]([O:17]C(C)(C)C)=[O:16])=[N:3]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][N:2]1[N:6]=[N:5][C:4]([C:7]2[CH:8]=[C:9]([CH:22]=[CH:23][CH:24]=2)[CH2:10][CH2:11][O:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[N:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67076263tert-butyl 3-(3-(2-methyl-2H-tetrazol-5-yl)phenethoxy)propanoate

Product 1

HCID 59290424HCID 59290424, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of tert-butyl 3-(3-(2-methyl-2H-tetrazol-5-yl)phenethoxy)propanoate [Example 7, Step iii)] (500 mg), DCM (4 mL) and TFA (4 mL) was stirred at 25° C. for 30 min and concentrated under vacuum to give the subtitled compound as a gum (612 mg). 1H NMR (300 MHz, CDCl3) δ 8.05 (s, 1H), 7.93 (dt, J=7.8, 1.4 Hz, 1H), 7.41 (t, J=7.6 Hz, 1H), 7.31 (dt, J=1.4 and 7.7 Hz, 1H), 4.42 (s, 3H), 3.78 (t, J=5.9 Hz, 2H), 3.77 (t, J=6.3 Hz, 2H), 2.97 (t, J=6.3 Hz, 2H), 2.64 (t, J=6.1 Hz, 2H).

Workup

  1. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-cb200e75a6694000bf44161a984f386e
Source dataset
uspto-grants-2011_09
Patent number
US08017602B2

Reaction notes

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