Methanol → HCID 25011977, compound

HRID 418532Notes

Reaction equation

HRID 418532 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:30])[C:14]=2[C:18](=[O:29])[NH:19][CH2:20][C:21]2([OH:28])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)[C:9]1=[O:31])[CH3:7])(=O)C.C(=O)([O-])[O-].[K+].[K+].CO>>[Cl:30][C:13]1[CH:12]=[CH:11][C:10]2[C:9](=[O:31])[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:28])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1)=[O:29]

Participants

4

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 59845731HCID 59845731, compound

Product 1

HCID 25011977HCID 25011977, compound

Procedure

A mixture of (R)-2-(6-Chloro-5-((1-hydroxycycloheptyl)methylcarbamoyl)-1-oxoisoquinolin-2(1H)-yl)propyl acetate (620 mg, 0.0012 mol) and potassium carbonate (300 mg, 0.002 mol) was stirred in methanol (50 mL, 1 mol) at room temperature for 1 h. The mixture was concentrated, and the residue was purified by reverse phase preparative HPLC and then by flash chromatography to afford the desired product as a white solid.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by reverse phase preparative HPLC

Sources & evidence

ORD record
ord-0da0fa0f408545f9babccf040bb023f4
Source dataset
uspto-grants-2012_01
Patent number
US08093265B2

Reaction notes

Loading…