Potassium Carbonate → HCID 58736967, compound

HRID 720159Notes

Reaction equation

HRID 720159 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]2[CH:8]=[CH:9][N:10](C(=O)C)[C:11]=2[CH:12]=[C:13]([OH:15])[CH:14]=1)=[O:5])[CH3:2].[C:19]1([CH:25]2[CH2:27][CH:26]2[CH2:28]OS(C)(=O)=O)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:1]([O:3][C:4]([C:6]1[C:7]2[CH:8]=[CH:9][NH:10][C:11]=2[CH:12]=[C:13]([O:15][CH2:28][CH:26]2[CH2:27][CH:25]2[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:14]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 13702420HCID 13702420, compoundHCID 44726880HCID 44726880, compound

Product 1

HCID 58736967HCID 58736967, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-Acetyl-6-hydroxy-1H-indole-4-carboxylic acid ethyl ester 275(a) (0.2 g) obtained according to Krutosikova, Alzbeta et al. (Collection of Czechoslovak Chemical Communications (1988), 53(8), 1770–8) was heated with methanesulfonic acid 2-phenyl-cyclopropylmethyl ester (1.5 eq) and potassium carbonate (10 eq) in DMF (2 mL) during 12 h at 90° C. The volatiles were removed in vacuo. Flash Chromatography afforded a white solid (96 mg).

Workup

  1. customaccording to Krutosikova, Alzbeta et al. (Collection of Czechoslovak Chemical Communications (1988), 53(8), 1770–8)
  2. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-d49a68aa08bc45e8ba7b9fd865c133bf
Source dataset
uspto-grants-2006_11
Patent number
US07132533B2

Reaction notes

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