Methanol → HCID 25012311, compound

HRID 418522Notes

Reaction equation

HRID 418522 reaction equation
C([O:4][CH2:5][C@H:6]([N:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH3:29])[C:14]=2[NH:18][C:19](=[O:28])[CH2:20][CH:21]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)[C:9]1=[O:30])[CH3:7])(=O)C.C(=O)([O-])[O-].[K+].[K+].CO>O>[CH:21]1([CH2:20][C:19]([NH:18][C:14]2[C:13]([CH3:29])=[CH:12][CH:11]=[C:10]3[C:15]=2[CH:16]=[CH:17][N:8]([C@H:6]([CH3:7])[CH2:5][OH:4])[C:9]3=[O:30])=[O:28])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 59845722HCID 59845722, compound

Product 1

HCID 25012311HCID 25012311, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A round bottom flask was charged with (R)-2-(5-(2-cycloheptylacetamido)-6-methyl-1-oxoisoquinolin-2(1H)-yl)propyl acetate (180.0 mg, 0.0004363 mol), potassium carbonate (180 mg, 0.0013 mol), methanol (15 mL, 0.37 mol) and few drops of water. The reaction mixture was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure and water was added to the residue and extracted with (chloroform:IPA, 3:1) and the solvent removed under reduced pressure and the residue purified by reverse phase prep BPLC to afford the product as a white solid.

Workup

  1. customThe solvent was removed under reduced pressure and water
  2. additionwas added to the residue
  3. extractionextracted with (chloroform:IPA, 3:1)
  4. customthe solvent removed under reduced pressure
  5. customthe residue purified by reverse phase prep BPLC

Sources & evidence

ORD record
ord-c66c524e014349348248239a5e52365a
Source dataset
uspto-grants-2012_01
Patent number
US08093265B2

Reaction notes

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