Trifluoroacetic acid → HCID 86657059, compound

HRID 237271Notes

Reaction equation

HRID 237271 reaction equation
C(OC([N:8]1[CH2:11][CH:10]([O:12][C:13]2[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=2[O:20][CH:21]2[CH2:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:22]2=[N:30][OH:31])[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:8]1[CH2:11][CH:10]([O:12][C:13]2[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=2[O:20][CH:21]2[CH2:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:22]2=[N:30][OH:31])[CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86657060HCID 86657060, compound

Product 1

HCID 86657059HCID 86657059, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

The title compound from Step B was dissolved in CH2Cl2 (20 mL), and CF3COOH (3 mL) was added. The mixture was stirred at 25° C. for 4 h. After concentration and purification via PTLC, the title compound was obtained (91 mg). MS (ESI): mass calcd. for C18H17ClN2O3, 344.1; m/z found, 345.0 [M+H]+. 1H NMR (MeOD): 8.40 (d, J=8.0 Hz, 1H), 7.50-6.80 (m, 6H), 5.48-5.46 (m, 1H), 5.18-5.10 (m, 1H), 4.45-4.32 (m, 2H), 4.18-4.08 (m, 2H), 3.62-3.52 (m, 1H), 3.16-3.08 (m, 1H).

Workup

  1. concentrationAfter concentration and purification via PTLC

Sources & evidence

ORD record
ord-f4f535fcae604de5a23400769a9efdd9
Source dataset
uspto-grants-2014_02
Patent number
US08642583B2

Reaction notes

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