Hydrazine hydrate (1:1) → HCID 67071633, compound

HRID 1260537Notes

Reaction equation

HRID 1260537 reaction equation
[CH2:1]([O:8][C:9]1[N:14]=[CH:13][C:12]([O:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]#[C:23][CH:24]([N:26]3C(=O)C4C(=CC=CC=4)C3=O)[CH3:25])=[CH:18][CH:17]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.NN>C(O)C>[CH2:1]([O:8][C:9]1[N:14]=[CH:13][C:12]([O:15][C:16]2[CH:17]=[CH:18][C:19]([C:22]#[C:23][CH:24]([NH2:26])[CH3:25])=[CH:20][CH:21]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 67071715HCID 67071715, compound

Product 1

HCID 67071633HCID 67071633, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-{3-[4-(6-Benzyloxypyridin-3-yloxy)phenyl]-1-methylprop-2-ynyl}isoindole-1,3-dione (2.0 g, 2.32 mmol) and hydrazine hydrate (0.57 ml, 11.82 mmol) were stirred in 40 ml of ethanol at 100° C. for 2 h. The reaction mixture was concentrated, heated with ethyl acetate and filtered hot. The filtrate was concentrated. Yield: 800 mg (100%), M+H+: 345.15.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. temperatureheated with ethyl acetate
  3. filtrationfiltered hot
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-173e0d9d26dc400aafbd3c1bec693f16
Source dataset
uspto-grants-2013_06
Patent number
US08470841B2

Reaction notes

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