Hydrazine → HCID 56847267, compound

HRID 570609Notes

Reaction equation

HRID 570609 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:35]=[C:36]([O:38][CH3:39])[CH:37]=1)[NH:6][C:7]1[N:34]=[C:10]2[C:11]([N:15]3[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][N:23]4C(=O)C5C(=CC=CC=5)C4=O)[CH2:17][CH2:16]3)=[N:12][CH:13]=[CH:14][N:9]2[N:8]=1.NN>C(O)C>[NH2:23][CH2:22][CH2:21][N:18]1[CH2:17][CH2:16][N:15]([C:11]2[C:10]3[N:9]([N:8]=[C:7]([NH:6][C:5]4[CH:35]=[C:36]([O:38][CH3:39])[CH:37]=[C:3]([O:2][CH3:1])[CH:4]=4)[N:34]=3)[CH:14]=[CH:13][N:12]=2)[CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 66583961HCID 66583961, compound

Product 1

HCID 56847267HCID 56847267, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 2-[2-[4-[2-(3,5-dimethoxyanilino)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]piperazin-1-yl]ethyl]isoindoline-1,3-dione in ethanol is added hydrazine (20 eq) and the clear colorless solution is refluxed for 2 h and monitored by HPLC. The solvent is removed under reduced pressure and the residue purified via preparative HPLC yielding the title compound “D20”;

Workup

  1. temperaturethe clear colorless solution is refluxed for 2 h
  2. customThe solvent is removed under reduced pressure
  3. customthe residue purified via preparative HPLC

Sources & evidence

ORD record
ord-b8411f27499b49479b25f8a4903046cf
Source dataset
uspto-grants-2015_05
Patent number
US09023851B2

Reaction notes

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