Hydrazine hydrate (1:1) → methyl 5-(aminomethyl)-1-methyl-1H-pyrrole-2-carboxylate

HRID 1009476Notes

Reaction equation

HRID 1009476 reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][C:13]1[N:17]([CH3:18])[C:16]([C:19]([O:21][CH3:22])=[O:20])=[CH:15][CH:14]=1.O.NN>CO>[NH2:3][CH2:12][C:13]1[N:17]([CH3:18])[C:16]([C:19]([O:21][CH3:22])=[O:20])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58009522HCID 58009522, compound

Product 1

HCID 58009672methyl 5-(aminomethyl)-1-methyl-1H-pyrrole-2-carboxylateYield 80.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

650 mg of methyl 5-[(1,3-dioxo-1,3-dihydro-2H-isoindole-2-yl)methyl]-1-methyl-1H-pyrrole-2-carboxylate was dissolved in 20.0 mL of methanol, and 109 mg of hydrazine monohydrate was added thereto, followed by stirring at room temperature overnight. The reaction liquid was concentrated under reduced pressure, to the obtained residue was added chloroform, and the insolubles were filtered off. Then, the filtrate was concentrated under reduced pressure to obtain 294 mg of methyl 5-(aminomethyl)-1-methyl-1H-pyrrole-2-carboxylate.

Workup

  1. customThe reaction liquid
  2. concentrationwas concentrated under reduced pressure, to the obtained residue
  3. additionwas added chloroform
  4. filtrationthe insolubles were filtered off
  5. concentrationThen, the filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-963f5cd87b2d468b82f9b1459c63347e
Source dataset
uspto-grants-2011_07
Patent number
US07973078B2

Reaction notes

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