Hydrazine hydrate (1:1) → HCID 86656622, compound

HRID 882885Notes

Reaction equation

HRID 882885 reaction equation
[C:1]([O:5][C:6](=[O:24])[NH:7][C@@H:8]([CH2:12][N:13]1C(=O)C2C(=CC=CC=2)C1=O)[CH2:9][CH2:10][CH3:11])([CH3:4])([CH3:3])[CH3:2].O.NN>CCO.C(Cl)Cl>[C:1]([O:5][C:6](=[O:24])[NH:7][C@@H:8]([CH2:12][NH2:13])[CH2:9][CH2:10][CH3:11])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 67029019[(R)-1-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-butyl]-carbamic acid tert-butyl ester

Product 1

HCID 86656622HCID 86656622, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

A mixture of [(R)-1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-butyl]-carbamic acid tert-butyl ester (1.2 g, 3.61 mmol) and hydrazine monohydrate (1.0 mL, 20.6 mmol) in EtOH (25 mL) and DCM (75 mL) is stirred at RT for 48 h. The precipitated solid is removed by filtration and washed with DCM. The filtrate is concentrated in vacuo to afford the title compound as white solid that is used without further purification.

Workup

  1. customThe precipitated solid is removed by filtration
  2. washwashed with DCM
  3. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-6a54d8b8460a4f38b414beb8347ad849
Source dataset
uspto-grants-2012_08
Patent number
US08236808B2

Reaction notes

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