Hydrazine → 1015068-35-5

HRID 1960986Notes

Reaction equation

HRID 1960986 reaction equation
NN.CC([CH2:7][N:8]([CH2:12][CH:13]([N:21]1C(=O)C2C(=CC=CC=2)C1=O)[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9](=[O:11])[O-:10])(C)C>C1COCC1.CO>[NH2:21][CH:13]([CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[CH2:12][N:8]([CH3:7])[C:9](=[O:11])[O:10][C:15]([CH3:20])([CH3:16])[CH3:14]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86633541HCID 86633541, compound

Product 1

HCID 578265421015068-35-5Yield 88%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

NH2NH2 (7 mL, 0.2 mol) was added to a THF/MeOH (100 mL/25 mL) solution of 1,1-dimethylethyl[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpropyl]methylcarbamate (2.7 g, 6.8 mmol) and stirred overnight. After 12 hours, the solution was absorbed onto silica and purified by column chromatography using 5% MeOH in CHCl3 containing 0.5% NH4OH to give the title compound (5.8 mg, 88%) as a white solid: LC-MS (ES) m/z=265 (M+H)+.

Workup

  1. waitAfter 12 hours
  2. customthe solution was absorbed onto silica
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-0f563aa4805f4164a99e04881deb3be4
Source dataset
uspto-grants-2013_04
Patent number
US08410158B2

Reaction notes

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