Water → HCID 178493558, compound

HRID 34120Notes

Reaction equation

HRID 34120 reaction equation
C([O:5][C:6](=[O:31])[CH:7]([C:9]([C:11]1[C:12]([O:29][CH3:30])=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][N:15]=[C:14]2/[CH:20]=[CH:21]/[C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)=[O:10])[NH2:8])(C)(C)C.FC(F)(F)C(O)=O.O>ClCCl>[F:28][C:25]1[CH:26]=[CH:27][C:22](/[CH:21]=[CH:20]/[C:14]2[C:13]3[C:17](=[CH:18][CH:19]=[C:11]([C:9]([CH:7]([NH2:8])[C:6]([OH:31])=[O:5])=[O:10])[C:12]=3[O:29][CH3:30])[NH:16][N:15]=2)=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 68933335tert-butyl 2-amino-3-[3-[(E)-2-(4-fluorophenyl)ethenyl]-4-methoxy-1H-indazol-5-yl]-3-oxopropanoate

Product 1

HCID 178493558HCID 178493558, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

472 mg of {3-[(E)-2-(4-fluorophenyl)-vinyl]-4-methoxy-1H-indazole-5-carbonyl}-aminoacetic acid tert-butyl ester was dissolved in 5 mL of dichloromethane, 2.5 mL of trifluoroacetic acid was added, and stirred overnight at room temperature. The reaction solution was added with water, and extracted with a mixed solution of ethyl acetate:tetrahydrofuran=1:1. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated, to give 384 mg of the title compound as a pale yellow solid.

Workup

  1. extractionextracted with a mixed solution of ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-87ec2a9f538d4d7e9865ae8cff375a6e
Source dataset
uspto-grants-2008_09
Patent number
US07429609B2

Reaction notes

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