Monomethylamine methanol → HCID 59478943, compound

HRID 1747028Notes

Reaction equation

HRID 1747028 reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[O:12][CH2:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([NH2:20])=[O:19])=[CH:16][N:15]=1.CN.CO>CO>[NH2:3][O:12][CH2:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([NH2:20])=[O:19])=[CH:16][N:15]=1

Participants

4

Reactant 2

HCID 57454252Monomethylamine methanolHCID 59479004HCID 59479004, compound

Product 1

HCID 59478943HCID 59478943, compoundYield 88.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 292 mg of 6-{[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]methyl}nicotinamide in 4.4 ml of methanol was added 0.2 ml of a 40% methyl amine/methanol solution, followed by stirring at room temperature for 1 hour. The reaction solution was concentrated, ethyl acetate was added thereto, and the precipitated crystal was separated by filtration and then concentrated under reduced pressure to obtain 146 mg of 6-[(aminooxy)methyl]nicotinamide.

Workup

  1. concentrationThe reaction solution was concentrated
  2. additionethyl acetate was added
  3. customthe precipitated crystal was separated by filtration
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-721835e735624f0a83b2d2003a293b4a
Source dataset
uspto-grants-2015_10
Patent number
US09150541B2

Reaction notes

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