Trifluoroacetic acid → HCID 89526084, compound

HRID 920273Notes

Reaction equation

HRID 920273 reaction equation
COC1C=C(OC)C=CC=1C[N:6]([C:30]1[S:34][N:33]=[CH:32][N:31]=1)[S:7]([C:10]1[CH:29]=[CH:28][C:13]2[N:14]([C@@H:18]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:19][CH2:20][F:21])[C:15](=[O:17])[O:16][C:12]=2[CH:11]=1)(=[O:9])=[O:8].FC(F)(F)C(O)=O>ClCCl>[F:21][CH2:20][CH2:19][C@@H:18]([N:14]1[C:13]2[CH:28]=[CH:29][C:10]([S:7]([NH:6][C:30]3[S:34][N:33]=[CH:32][N:31]=3)(=[O:8])=[O:9])=[CH:11][C:12]=2[O:16][C:15]1=[O:17])[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117629959HCID 117629959, compound

Product 1

HCID 89526084HCID 89526084, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the compound of Formula 37-3 was prepared by dissolving the compound of Formula 37-2 (crude from previous step) in dichloromethane (1 mL), and treating the resulting solution with trifluoroacetic acid (0.2 mL). After stirring for 30 minutes at RT, the solution was concentrated and purified by reverse phase HPLC (20-100% MeCN in water with 0.1% TFA, C18 column) to yield the compound of Formula 37-3 as the a white solid. 1H NMR δ (ppm)(Methanol-d): 8.20 (s, 1H); 7.74 (m, 1H); 7.51 (m, 2H); 7.42-7.42 (m, 3H); 7.12 (m, 1H); 5.60 (m, 1H); 4.65-4.37 (m, 2H); 3.01-2.65 (m, 2H). HRMS C18H15F2N404S2 [M+H] calc 453.0425, obs 453.0497.

Workup

  1. customA solution of the compound of Formula 37-3 was prepared
  2. concentrationthe solution was concentrated
  3. custompurified by reverse phase HPLC (20-100% MeCN in water with 0.1% TFA, C18 column)

Sources & evidence

ORD record
ord-2b03753621cc405ab5611e1fdc6d202e
Source dataset
uspto-grants-2016_03
Patent number
US09273040B2

Reaction notes

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