Methanol → HCID 25012142, compound

HRID 418531Notes

Reaction equation

HRID 418531 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]([Cl: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>>[Cl:33][C:13]1[CH:12]=[CH:11][C:10]2[C:9](=[O:34])[N:8]([C@H:6]([CH3:7])[CH2:5][OH:4])[CH:17]=[CH:16][C:15]=2[C:14]=1[C:18]([NH:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]([F:28])([F:29])[F:30])=[C:23]([F:31])[CH:22]=1)=[O:32]

Participants

4

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 59845718HCID 59845718, compound

Product 1

HCID 25012142HCID 25012142, compound

Procedure

A round bottom flask was charged with (R)-2-(6-chloro-5-(3-fluoro-4-(trifluoromethyl)benzylcarbamoyl)-1-oxoisoquinolin-2(1H)-yl)propyl acetate (120 mg, 0.00022 mol), potassium carbonate (100 mg, 0.0007 mol) and methanol (7 mL, 0.2 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 preparative HPLC to afford the desired product as a white solid.

Workup

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

Sources & evidence

ORD record
ord-d80371439144449f8f3f3b1c4d5ea457
Source dataset
uspto-grants-2012_01
Patent number
US08093265B2

Reaction notes

Loading…