Trifluoroacetic acid → HCID 178509211, compound

HRID 1615250Notes

Reaction equation

HRID 1615250 reaction equation
[O:1]=[C:2]1[NH:3][C:4]2[C:9](/[C:10]/1=[CH:11]\[C:12]1[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=1)[NH:17][N:16]=[C:15]3[NH:21]C(=O)OC(C)(C)C)=[CH:8][CH:7]=[CH:6][CH:5]=2.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:21][C:15]1[C:14]2[C:18](=[CH:19][CH:20]=[C:12]([CH:11]=[C:10]3[C:9]4[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=4)[NH:3][C:2]3=[O:1])[CH:13]=2)[NH:17][N:16]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178453008HCID 178453008, compound

Product 1

HCID 178509211HCID 178509211, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (E)-tert-butyl 5-((2-oxoindolin-3-ylidene)methyl)-1H-indazol-3-ylcarbamate (14 mg, 0.04 mmol) in CH2Cl2 (1 mL) was added TFA (0.25 mL) and the reaction was stirred for 3 h. The solution was concentrated to dryness and purified by preparatory HPLC to give the title compound as a 3:2 mixture of E/Z isomers. ESI 277.0 [M+H]+, calcd for [C16H12N4O+H]+ 277.1.

Workup

  1. concentrationThe solution was concentrated to dryness
  2. custompurified by preparatory HPLC

Sources & evidence

ORD record
ord-14a997148aec411b966662aeda2d8bc4
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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