Trifluoroacetic acid → HCID 73388940, compound

HRID 523051Notes

Reaction equation

HRID 523051 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]3[N:15]=[CH:16][C:17]4[C:22]([CH:23]=3)=[CH:21][C:20]([C:24]3[CH:25]=[CH:26][C:27]([N:30](C)[C:31](=O)OC(C)(C)C)=[N:28][CH:29]=3)=[CH:19][CH:18]=4)=[C:9]([O:39][CH3:40])[CH:8]=2)=[CH:5][N:4]=[C:3]1[CH3:41].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]3[N:15]=[CH:16][C:17]4[C:22]([CH:23]=3)=[CH:21][C:20]([C:24]3[CH:29]=[N:28][C:27]([NH:30][CH3:31])=[CH:26][CH:25]=3)=[CH:19][CH:18]=4)=[C:9]([O:39][CH3:40])[CH:8]=2)=[CH:5][N:4]=[C:3]1[CH3:41]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 73389192HCID 73389192, compound

Product 1

HCID 73388940HCID 73388940, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl (5-(3-((4-(1,2-dimethyl-1H-imidazol-5-yl)-2-methoxyphenyl)-amino)isoquinolin-6-yl)pyridin-2-yl)(methyl)carbamate (Example 12, 10 mg, 0.018 mmol) in DCM (4 mL) at 0° C. was added TFA (0.6 mL). The reaction was stirred at room temperature for 16 hours. The solvents were removed in vacuo and the residue was purified by SCX-2 column eluting with 2M NH3/MeOH to afford the title compound as a yellow oil (8 mg, 98%).

Workup

  1. customThe solvents were removed in vacuo
  2. customthe residue was purified by SCX-2 column
  3. washeluting with 2M NH3/MeOH

Sources & evidence

ORD record
ord-77cddf28759544c2a48a451de66661ab
Source dataset
uspto-grants-2016_05
Patent number
US09334286B2

Reaction notes

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