Methanol → HCID 25014315, compound

HRID 418534Notes

Reaction equation

HRID 418534 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([OH:31])[CH2:26][CH2:25][CH:24]([C:27]([F:30])([F:29])[F:28])[CH2:23][CH2:22]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([OH:31])[CH2:26][CH2:25][CH:24]([C:27]([F:28])([F:30])[F:29])[CH2:23][CH2:22]1)=[O:32]

Participants

4

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 59845719HCID 59845719, compound

Product 1

HCID 25014315HCID 25014315, compound

Procedure

A mixture of (R)-2-(6-chloro-5-((1-hydroxy-4-(trifluoromethyl)cyclohexyl)methylcarbamoyl)-1-oxoisoquinolin-2(1H)-yl)propyl acetate (76 mg, 0.00014 mol) and potassium carbonate (20 mg, 0.0001 mol) was stirred in methanol (6 mL, 0.1 mol) at room temperature ) at room temperature for 1 hour and concentrated. The residue was purified by reverse phase preparative HPLC to afford a white solid.

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by reverse phase preparative HPLC
  3. customto afford a white solid

Sources & evidence

ORD record
ord-490a6afd469e4a50a262ad1a61ca87a9
Source dataset
uspto-grants-2012_01
Patent number
US08093265B2

Reaction notes

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