Methanol → HCID 25012143, compound

HRID 418529Notes

Reaction equation

HRID 418529 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]([CH3:33])[C:14]=2[C:18](=[O:32])[NH:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[C:23]([F:31])[CH:22]=2)[C:9]1=[O:34])[CH3:7])(=O)C.C(=O)([O-])[O-].[K+].[K+].CO>>[F:31][C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][C:24]=1[C:27]([F:30])([F:28])[F:29])[CH2:20][NH:19][C:18]([C:14]1[C:15]2[CH:16]=[CH:17][N:8]([C@H:6]([CH3:7])[CH2:5][OH:4])[C:9](=[O:34])[C:10]=2[CH:11]=[CH:12][C:13]=1[CH3:33])=[O:32]

Participants

4

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 59845728HCID 59845728, compound

Product 1

HCID 25012143HCID 25012143, compound

Procedure

A round bottom flask was charged with (R)-2-(5-(3-fluoro-4-(trifluoromethyl)benzyl-carbamoyl)-6-methyl-1-oxoisoquinolin-2(1H)-yl)propyl acetate (0.47 g, 0.00093 mol), potassium carbonate (0.22 g, 0.0016 mol) and methanol (100 mL, 2 mol). The reaction was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure and the residue was purified by reverse phase HPLC to afford the desired product as a an off white solid.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-57ab02bc90de4866bc89cc2b474489a0
Source dataset
uspto-grants-2012_01
Patent number
US08093265B2

Reaction notes

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