Hydrazine hydrate (1:1) → HCID 68431688, compound

HRID 2092105Notes

Reaction equation

HRID 2092105 reaction equation
[Br:1][C:2]1[C:7](=[O:8])[N:6]([CH2:9][CH2:10][N:11]2C(=O)C3C(=CC=CC=3)C2=O)[N:5]=[CH:4][C:3]=1[NH:22][C@@H:23]1[CH2:28][C@@H:27]2[CH2:29][C@@H:25]([C:26]2([CH3:31])[CH3:30])[C@H:24]1[CH3:32].O.NN>CO>[NH2:11][CH2:10][CH2:9][N:6]1[C:7](=[O:8])[C:2]([Br:1])=[C:3]([NH:22][C@@H:23]2[CH2:28][C@@H:27]3[CH2:29][C@@H:25]([C:26]3([CH3:31])[CH3:30])[C@H:24]2[CH3:32])[CH:4]=[N:5]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68429263HCID 68429263, compound

Product 1

HCID 68431688HCID 68431688, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-{2-[5-Bromo-6-oxo-4-{[(1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]amino}pyridazin-1(6H)-yl]ethyl}-1H-isoindole-1,3(2H)-dione prepared above in methanol (6 mL) was stirred with hydrazine monohydrate (50 μL, 1.6 mmol) at 80° C. for 6 hours. After completion of the reaction, the solvent was removed by vacuum distillation, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/methanol=4/1) to give the desired product (32 mg, 28% yield).

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was removed by vacuum distillation
  3. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate/methanol=4/1)

Sources & evidence

ORD record
ord-3cb1bd344acf46af9e10ed7640130157
Source dataset
uspto-grants-2013_05
Patent number
US08440666B2

Reaction notes

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