Dichloromethane → HCID 86694013, compound

HRID 1053406Notes

Reaction equation

HRID 1053406 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-c5e807367bf84de2a01eb6b519c388d0
Source dataset
uspto-grants-2016_07
Patent number
US09393239B2

Reaction notes

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