HCID 69001720, compound → HCID 178434270, compound

HRID 490093Notes

Reaction equation

HRID 490093 reaction equation
[NH2:1][C:2]1[N:7]=[N:6][C:5]([C:8]2[CH:9]=[C:10]3[C:14](=[CH:15][CH:16]=2)[N:13](CC2C=CC(OC)=CC=2)[N:12]=[C:11]3[CH3:26])=[N:4][C:3]=1[N:27]1[CH2:32][CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29][CH2:28]1>FC(F)(F)C(O)=O>[NH2:1][C:2]1[N:7]=[N:6][C:5]([C:8]2[CH:9]=[C:10]3[C:14](=[CH:15][CH:16]=2)[NH:13][N:12]=[C:11]3[CH3:26])=[N:4][C:3]=1[N:27]1[CH2:28][CH2:29][NH:30][CH2:31][CH2:32]1

Participants

3

Reactant 1

HCID 69001720HCID 69001720, compound

Product 1

HCID 178434270HCID 178434270, compoundYield 85.8%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 6-amino-3-[N-(4-methoxybenzyl)-3-methylindazol-5-yl]-5-(4-Boc-piperazin-1-yl)-[1,2,4]triazine 111 (0.016 g, 0.0302 mmol) in trifluoroacetic acid (2.5 mL) was heated in a microwave reactor at 120° C. for 40 minutes. The organic solvent was evaporated under reduced pressure. Methanol (1 mL) and dichloromethane (9 mL) were added. The organic solvent was evaporated under reduced pressure. The crude product was purified by RP-HPLC to yield the desired 6-amino-3-(3-methylindazol-5-yl)-5-(piperazin-1-yl)-[1,2,4]triazine 1 (0.008 g, 0.0259 mmol).

Workup

  1. customThe organic solvent was evaporated under reduced pressure
  2. additionMethanol (1 mL) and dichloromethane (9 mL) were added
  3. customThe organic solvent was evaporated under reduced pressure
  4. customThe crude product was purified by RP-HPLC

Sources & evidence

ORD record
ord-cccd6c77eff04505b52d8edbf2b1286f
Source dataset
uspto-grants-2009_05
Patent number
US07528132B2

Reaction notes

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