Methanol → HCID 59845715, compound

HRID 418533Notes

Reaction equation

HRID 418533 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])[CH2:26][CH:25]3[CH2:27][CH:22]2[CH2:23][CH2:24]3)[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])[CH2:26][CH:25]2[CH2:27][CH:22]1[CH2:23][CH2:24]2)=[O:29]

Participants

4

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 59845707HCID 59845707, compound

Product 1

HCID 59845715HCID 59845715, compound

Procedure

A mixture of (2R)-2-(6-chloro-5-((2-hydroxybicyclo[2.2.1]heptan-2-yl)methylcarbamoyl)-1-oxoisoquinolin-2(1H)-yl)propyl acetate (31 mg, 0.000042 mol) and potassium carbonate (23 mg, 0.00017 mol) was stirred in methanol (3 mL, 0.07 mol) at room temperature for 1 hour and concentrated. The residue was purified by reverse phase preparative HPLC and then by flash chromatography to afford a white solid.

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by reverse phase preparative HPLC
  3. customby flash chromatography to afford a white solid

Sources & evidence

ORD record
ord-1b944433b3c94d9f9d7947f5f55c18bf
Source dataset
uspto-grants-2012_01
Patent number
US08093265B2

Reaction notes

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