Water → HCID 10041940, compound

HRID 2111635Notes

Reaction equation

HRID 2111635 reaction equation
N[C@H:2]([CH:7]=O)[CH2:3]CSC.[CH3:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][C:18]=1[CH3:19])[C:15](=[O:20])[N:14]([C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1)[CH:13]2[CH2:27][CH2:28][O:29]S(C)(=O)=O.O>C(O)CC>[CH3:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][C:18]=1[CH3:19])[C:15](=[O:20])[N:14]([C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1)[CH:13]2[CH2:27][CH2:28][O:29][CH2:3][CH2:2][CH3:7]

Participants

5

Reactant 3

HCID 962WaterHCID 446793Methionin ALHCID 86603558HCID 86603558, compound

Product 1

HCID 10041940HCID 10041940, compoundYield 26.4%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Conditions

Temperature
90 °C

Procedure

Metal sodium (6.4 mg, 0.28 mmol) was stirred with heating in propanol (2 ml) at 110° C. for 1 hr, and 5,6-dimethyl-2-(3-pyridyl)-3-mesyloxyethylisoindolin-1-one (50 mg, 0.14 mmol) was added thereto, followed by stirring with heating at 90° C. for 3 hrs. To the reaction solution was added water, and extracted with chloroform. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (chloroform:ethyl acetate=1:1) to give 12 mg of the title compound.

Workup

  1. extractionextracted with chloroform
  2. concentrationThe organic layer was concentrated under reduced pressure
  3. customthe residue was purified by silica gel chromatography (chloroform:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-616ca7f443334d70a5eb6dd25a351186
Source dataset
uspto-grants-2009_04
Patent number
US07521451B2

Reaction notes

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