Hydrochloric Acid → HCID 66989812, compound

HRID 2407672Notes

Reaction equation

HRID 2407672 reaction equation
[C:1]1([C:7]2[CH:11]=[C:10]([CH2:12][N:13]3[CH2:18][CH2:17][CH:16]([CH2:19][C:20]([O:22]CC)=[O:21])[CH2:15][CH2:14]3)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:25]>FC(F)(F)C(O)=O>[ClH:25].[C:1]1([C:7]2[CH:11]=[C:10]([CH2:12][N:13]3[CH2:14][CH2:15][CH:16]([CH2:19][C:20]([OH:22])=[O:21])[CH2:17][CH2:18]3)[O:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58504109HCID 58504109, compound

Product 1

HCID 66989812HCID 66989812, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of the compound prepared in Example 57 (600 mg) in trifluoroacetic acid (2 mL)-aqueous 18% hydrochloric acid (4 mL) was refluxed for two hours. The reaction was cooled to room temperature and concentrated to obtain the title compound (699 mg) having the following physical data. 1H NMR (DMSO-d6): δ 11.26-11.11 (m, 1H), 7.94-7.85 (m, 2H), 7.61-7.50 (m, 3H), 7.37 (s, 1H), 4.56 (s, 2H), 3.51-3.39 (m, 2H), 3.12-2.97 (m, 2H), 2.23-2.15 (m, 2H), 1.99-1.82 (m, 3H), 1.65-1.49 (m, 2H).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-8de92645b87241999b8503a69a744031
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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