Potassium Carbonate → HCID 9869996, compound

HRID 354068Notes

Reaction equation

HRID 354068 reaction equation
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][N:2]2[CH2:8][CH2:9][O:10][C:11]1[CH:43]=[CH:42][C:14]([C:15]([C:17]2[C:18]3[CH:36]=[CH:35][C:34]([O:37]S(C)(=O)=O)=[CH:33][C:19]=3[S:20][C:21]=2[C:22]2[CH:27]=[CH:26][C:25]([O:28]S(C)(=O)=O)=[CH:24][CH:23]=2)=[O:16])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][N:2]2[CH2:8][CH2:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([C:15]([C:17]2[C:18]3[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][C:19]=3[S:20][C:21]=2[C:22]2[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=2)=[O:16])=[CH:42][CH:43]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 12992493HCID 12992493, compound

Product 1

HCID 9869996HCID 9869996, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the product from Step 5 (111 mg, 0.17 mmol) and potassium carbonate (7.5 equiv.) in 10 mL of methanol was heated at 50° C. for 48 hrs. The mixture was concentrated to a solid. This solid was chromatographed on silica gel using 1% MeOH/methylene chloride to 20% MeOH/methylene chloride as the gradient eluant to yield the desired product which was then made into the its hydrochloride salt with hydrogen chloride in dioxane.

Workup

  1. concentrationThe mixture was concentrated to a solid
  2. customThis solid was chromatographed on silica gel using 1% MeOH/methylene chloride to 20% MeOH/methylene chloride as the gradient eluant

Sources & evidence

ORD record
ord-36bc93189d29449ea9521199d13336e9
Source dataset
uspto-grants-2004_06
Patent number
US06756388B1

Reaction notes

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