Trifluoroacetic acid → HCID 131727645, compound

HRID 735873Notes

Reaction equation

HRID 735873 reaction equation
[CH2:1]([O:3][C:4](=[O:39])[C:5]([N:7]([CH2:19][C:20]1[CH:25]=[CH:24][C:23](C2C=CC(C(OC(C)(C)C)=O)=CC=2)=[CH:22][CH:21]=1)[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=1)=[O:6])[CH3:2].[C:40]([OH:46])(C(F)(F)F)=[O:41]>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:39])[C:5]([N:7]([CH2:19][C:20]1[CH:21]=[C:22]([C:40]([OH:46])=[O:41])[CH:23]=[CH:24][C:25]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:17])([F:16])[F:18])=[CH:11][CH:10]=1)=[O:6])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67188218HCID 67188218, compound

Product 1

HCID 131727645HCID 131727645, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4′-({[ethoxy(oxo)acetyl][4-(trifluoromethyl)benzyl]amino}methyl)-1,1′-biphenyl-4-carboxylate (1.37 g) in DCM (15 mL) was added TFA (15 mL). The resulting mixture was stirred for 30 min. Evaporation of the solvents gave the title compound as a colorless oil (1.10 g, 67%). M+(LC/MS(ESI)): 486.1; M−(LC/MS(ESI)): 484.6. HPLC (Condition A), Rt: 4.13 min (HPLC purity: 91.7%) 1H NMR (DMSO, 300 MHz) δ 7.94 (d, 2H, J=7.9 Hz), 7.72-7.61 (m, 6H), 7.42 (d, 1H, J=7.9 Hz), 7.33 (t, 2H, J=7.5 Hz), 7.25 (d, 1H, J=8.3 Hz), 4.49 (m, 4H), 4.20 (m, 2H), 1.10 (m, 3H).

Workup

  1. customEvaporation of the solvents

Sources & evidence

ORD record
ord-e185f3f7348b4478997f34052ac45ca7
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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