HCID 66953086, compound → HCID 136331266, compound

HRID 1043850Notes

Reaction equation

HRID 1043850 reaction equation
C([O:8][C:9]1[C:14](=[O:15])[N:13]2[CH:16]=[C:17]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)[CH:18]=[C:19]([N:20]3[CH2:24][CH2:23][N:22]([CH3:25])[C:21]3=[O:26])[C:12]2=[N:11][C:10]=1[C:33]1[NH:34][C:35]([CH2:38][C:39]2[CH:44]=[CH:43][C:42]([F:45])=[C:41]([Cl:46])[CH:40]=2)=[CH:36][N:37]=1)C1C=CC=CC=1>FC(F)(F)C(O)=O>[Cl-:46].[Cl:46][C:41]1[CH:40]=[C:39]([CH:44]=[CH:43][C:42]=1[F:45])[CH2:38][C:35]1[NH:34][C:33]([C:10]2[N:11]=[C:12]3[C:19]([N:20]4[CH2:24][CH2:23][N:22]([CH3:25])[C:21]4=[O:26])=[CH:18][C:17]([N:27]4[CH2:32][CH2:31][O:30][CH2:29][CH2:28]4)=[CH:16][N:13]3[C:14](=[O:15])[C:9]=2[OH:8])=[NH+:37][CH:36]=1

Participants

3

Reactant 1

HCID 66953086HCID 66953086, compound

Product 1

HCID 136331266HCID 136331266, compoundYield 112.9%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The solution of the product of Example 76 (80 mg, 0.12 mmol) in trifluoroacetic acid (2 ml) was refluxed for 3 h and then concentrated under reduced pressure. The residue was dissolved in ethyl acetate (20 ml) and then a drop of HCl solution (37%) was added. The precipitates were collected by filtration and washed with ethyl acetate to give the title compound (40 mg, 56%).

Workup

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe residue was dissolved in ethyl acetate (20 ml)
  3. additiona drop of HCl solution (37%) was added
  4. filtrationThe precipitates were collected by filtration
  5. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-264903f52a1444e19aa53d428ef91275
Source dataset
uspto-grants-2013_10
Patent number
US08563562B2

Reaction notes

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