Trifluoroacetic acid → HCID 73299983, compound

HRID 1094933Notes

Reaction equation

HRID 1094933 reaction equation
C([O:5][C:6](=[O:36])[CH2:7][NH:8][C:9]([C:11]1[S:12][C:13]([C:16]([NH:18][N:19]=[C:20]([C:22]2[C:26]([OH:27])=[C:25]([C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[CH:29]=3)[S:24][CH:23]=2)[CH3:21])=[O:17])=[CH:14][CH:15]=1)=[O:10])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:35][C:30]1[CH:29]=[C:28]([C:25]2[S:24][CH:23]=[C:22]([C:20](=[N:19][NH:18][C:16]([C:13]3[S:12][C:11]([C:9]([NH:8][CH2:7][C:6]([OH:36])=[O:5])=[O:10])=[CH:15][CH:14]=3)=[O:17])[CH3:21])[C:26]=2[OH:27])[CH:33]=[CH:32][C:31]=1[Cl:34]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 91398644HCID 91398644, compound

Product 1

HCID 73299983HCID 73299983, compoundYield 56.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl[(5-{1-[5-(3,4-dichlorophenyl)-4-hydroxythiophen-3-yl]ethylidenehydrazinocarbonyl}thiophene-2-carbonyl)amino]acetate (69 mg, 0.12 mmol) in CH2Cl2 (4.0 mL) was stirred with trifluoroacetic acid (0.14 mL) at room temperature for 4 days. The reaction mixture was concentrated under reduced pressure, and chloroform was added. The precipitated solid was collected by filtration, washed with chloroform and dried to give 35 mg of the desired product (yield 56%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and chloroform
  2. additionwas added
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with chloroform
  5. customdried

Sources & evidence

ORD record
ord-c41483e868fd4006b3e7dbf95cda36a2
Source dataset
uspto-grants-2012_03
Patent number
US08134013B2

Reaction notes

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