Dichloromethane → HCID 86694013, compound

HRID 330984Notes

Reaction equation

HRID 330984 reaction equation
[CH3:1][N:2]1[C:10]2[CH:9]3[CH2:11][CH:6]([CH2:7][CH2:8]3)[C:5]=2[C:4]([CH2:12][O:13][N:14]2C(=O)C3C(=CC=CC=3)C2=O)=[N:3]1.C(Cl)Cl.O.NN>C(O)C>[NH2:14][O:13][CH2:12][C:4]1[C:5]2[CH:6]3[CH2:11][CH:9]([CH2:8][CH2:7]3)[C:10]=2[N:2]([CH3:1])[N:3]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 24654Hydrazine hydrate (1:1)HCID 86694011HCID 86694011, compound

Product 1

HCID 86694013HCID 86694013, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 2-[(1-methyl-4,5,6,7-tetrahydro-1H-4,7-methanoindazol-3-yl)methoxy]-1H-isoindole-1,3(2H)-dione 148 (1.80 g, 5.57 mmol) in a solution of DCM (20 mL) and ethanol (4 mL) was added hydrazine hydrate (0.32 mL, 5.57 mmol) at room temperature. The mixture was stirred at room temperature overnight, filtered and concentrated to provide a residue which was subjected to chromatography to give 149 (0.68 g, 64%) as a colorless oil.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customto provide a residue which

Sources & evidence

ORD record
ord-7db4725412054da4ba16904472843fa5
Source dataset
uspto-grants-2014_11
Patent number
US08877743B2

Reaction notes

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