Hydrazine → HCID 58303787, compound

HRID 876394Notes

Reaction equation

HRID 876394 reaction equation
[OH:1][CH2:2][C:3]([CH3:38])([CH3:37])[CH2:4][O:5][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[N:14]=[C:13]([C:16]1[N:20]3[CH:21]=[CH:22][C:23]([CH2:25][N:26]4C(=O)C5C(=CC=CC=5)C4=O)=[CH:24][C:19]3=[N:18][N:17]=1)[CH:12]=[CH:11]2.NN>CCO>[NH2:26][CH2:25][C:23]1[CH:22]=[CH:21][N:20]2[C:16]([C:13]3[CH:12]=[CH:11][C:10]4[C:15](=[C:6]([O:5][CH2:4][C:3]([CH3:38])([CH3:37])[CH2:2][OH:1])[CH:7]=[CH:8][CH:9]=4)[N:14]=3)=[N:17][N:18]=[C:19]2[CH:24]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 67231009HCID 67231009, compound

Product 1

HCID 58303787HCID 58303787, compoundYield 9.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-((3-(8-(3-hydroxy-2,2-dimethylpropoxy)quinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-7-yl)methyl)isoindoline-1,3-dione (0.056 g, 0.11 mmol) in EtOH (2 mL) was added hydrazine (0.018 g, 0.55 mmol), and the reaction was stirred for 30 minutes. The reaction was concentrated, and the crude material was purified by flash column chromatography (eluting with a 20:1:0.1 mixture of DCM/MeOH/NH4OH) to afford the desired product (4 mg). MS ESI (+) m/z 378 (M+1) detected.

Workup

  1. concentrationThe reaction was concentrated
  2. customthe crude material was purified by flash column chromatography (
  3. washeluting with a 20:1:0.1 mixture of DCM/MeOH/NH4OH)

Sources & evidence

ORD record
ord-1b1b817e1b61456eb71569fb6899c9db
Source dataset
uspto-grants-2015_03
Patent number
US08987251B2

Reaction notes

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