HCID 57990324, compound → HCID 44467095, compound

HRID 2381627Notes

Reaction equation

HRID 2381627 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([NH:10][C:11]3[N:16]=[C:15]([N:17]4[CH2:22][CH2:21][CH2:20][CH2:19][CH:18]4[CH2:23][NH:24]C(=O)OC(C)(C)C)[C:14]([F:32])=[CH:13][N:12]=3)[CH:8]=2)[CH:3]=[N:2]1>C(O)(C(F)(F)F)=O>[NH2:24][CH2:23][CH:18]1[CH2:19][CH2:20][CH2:21][CH2:22][N:17]1[C:15]1[C:14]([F:32])=[CH:13][N:12]=[C:11]([NH:10][C:7]2[CH:8]=[C:9]3[C:4]([CH:3]=[N:2][NH:1]3)=[CH:5][CH:6]=2)[N:16]=1

Participants

3

Reactant 1

HCID 57990324HCID 57990324, compound

Product 1

HCID 44467095HCID 44467095, compoundYield 78.7%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of tert-butyl (1-(2-(1H-indazol-6-ylamino)-5-fluoropyrimidin-4-yl)piperidin-2-yl)methylcarbamate (41 mg, 0.093 mmol) in TFA (4 mL) was stirred at room temperature for 60 min. TFA was removed in vacuo. The residue was purified by HPLC to give N-(4-(2-(aminomethyl)piperidin-1-yl)-5-fluoropyrimidin-2-yl)-1H-indazol-6-amine (25 mg) MS 342.3 (M+H); UV 201.8, 246.8, 278.8 nm.

Workup

  1. customTFA was removed in vacuo
  2. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-d60461a5ca8b45bc9efe432a7307e498
Source dataset
uspto-grants-2012_09
Patent number
US08258144B2

Reaction notes

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