Trifluoroacetic acid → 1-(Piperidin-4-yl)-1H-indazol-6-amine

HRID 515374Notes

Reaction equation

HRID 515374 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][N:8]2[CH:11]2[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[NH:14]1[CH2:13][CH2:12][CH:11]([N:8]2[C:9]3[C:5](=[CH:4][CH:3]=[C:2]([NH2:1])[CH:10]=3)[CH:6]=[N:7]2)[CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68272187tert-Butyl 4-(6-amino-1H-indazol-1-yl)piperidine-1-carboxylate

Product 1

HCID 671937121-(Piperidin-4-yl)-1H-indazol-6-amineYield 73.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 4-(6-amino-1H-indazol-1-yl)piperidine-1-carboxylate (6.64 mmol, 2.1 g) was stirred at room temperature in dichloromethane (10 mL)/trifluoroacetic acid (10 mL) for 1 hour. The reaction mixture was concentrated under vacuum. The resulting residue was purified by SCX column to afford the title compound (1.05 g).

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. customThe resulting residue was purified by SCX column

Sources & evidence

ORD record
ord-b9abe4b27a4f4007a72cb35f77eac825
Source dataset
uspto-grants-2015_08
Patent number
US09108939B2

Reaction notes

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