HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Trifluoroacetic acid → N-(3-(isoxazol-3-ylcarbamoyl)phenyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxamide

HRID 2383446
Notes
Print preview

Reaction equation

HRID 2383446 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([NH:6][C:7]([C:9]2[CH:10]=[C:11]([NH:15][C:16]([N:18]3[CH2:27][C:26]4[CH:25]=[N:24][C:23]5[N:28](CC6C=CC(OC)=CC=6)[N:29]=[CH:30][C:22]=5[C:21]=4[CH2:20][CH2:19]3)=[O:17])[CH:12]=[CH:13][CH:14]=2)=[O:8])=[N:2]1.FC(F)(F)C(O)=O>C1(C)C=CC=CC=1>[O:1]1[CH:5]=[CH:4][C:3]([NH:6][C:7]([C:9]2[CH:10]=[C:11]([NH:15][C:16]([N:18]3[CH2:27][C:26]4[CH:25]=[N:24][C:23]5[NH:28][N:29]=[CH:30][C:22]=5[C:21]=4[CH2:20][CH2:19]3)=[O:17])[CH:12]=[CH:13][CH:14]=2)=[O:8])=[N:2]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67426873N-(3-(isoxazol-3-ylcarbamoyl)phenyl)-3-(4-methoxybenzyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxamide

Product 1

HCID 59490647N-(3-(isoxazol-3-ylcarbamoyl)phenyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
65 °C

Procedure

Step 2 To the crude N-(3-(isoxazol-3-ylcarbamoyl)phenyl)-3-(4-methoxybenzyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxamide obtained above was added trifluoroacetic acid (1 mL). The reaction mixture was shaken at 65° C. for 16 hours. On completion of the reaction, toluene (1 mL) was added and solvent removed under reduced pressure. The crude product was purified reverse phase HPLC to give the desired product, N-(3-(isoxazol-3-ylcarbamoyl)phenyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxamide. LCMS [M+H]: 404.

Workup

  1. additionwas added
  2. customsolvent removed under reduced pressure
  3. customThe crude product was purified reverse phase HPLC

Sources & evidence

ORD record
ord-d94b077466a0489d85f0a876c4be5fc9
Source dataset
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08263610B2

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes