Methylamine → HCID 82306246, compound

HRID 2275790Notes

Reaction equation

HRID 2275790 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]([N:19]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH:5]=[CH:6][C:7]=1[F:8].CN>>[NH2:19][CH:9]([C:4]1[CH:5]=[CH:6][C:7]([F:8])=[C:2]([F:1])[CH:3]=1)[CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:16])([CH3:15])[CH3:17]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 90132492HCID 90132492, compound

Product 1

HCID 82306246HCID 82306246, compound

Conditions

Temperature
60 °C

Procedure

6.13 g of rac-tert-butyl [2-(3,4-difluorophenyl)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-carbamate (Example 53A, purity about 60%, about 9.14 mmol) were initially charged in 13.1 ml of 40% strength aqueous methylamine solution and stirred in a closed vessel at 60° C. overnight. The reaction mixture was concentrated and the residue was purified by silica gel chromatography (mobile phase: dichloromethane:methanol:diethylamine 30:1:0.1; 20:1:0.1). This gave 1.83 g of the title compound (74% of theory).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by silica gel chromatography (mobile phase: dichloromethane:methanol:diethylamine 30:1:0.1; 20:1:0.1)

Sources & evidence

ORD record
ord-b8daa81d733944f697db87b5a57924f0
Source dataset
uspto-grants-2015_09
Patent number
US09126998B2

Reaction notes

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