Hydrochloric Acid → HCID 23003491, compound

HRID 396445Notes

Reaction equation

HRID 396445 reaction equation
[C:1]([C:9]1[NH:10][C:11]2[C:16]([C:17]=1[CH2:18][C:19]([OH:21])=[O:20])=[CH:15][CH:14]=[C:13]([Cl:22])[CH:12]=2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:24]O>>[CH3:24][O:20][C:19](=[O:21])[CH2:18][C:17]1[C:16]2[C:11](=[CH:12][C:13]([Cl:22])=[CH:14][CH:15]=2)[NH:10][C:9]=1[C:1](=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 9819110HCID 9819110, compound

Product 1

HCID 23003491HCID 23003491, compoundYield 44%

Procedure

A mixture of (2-benzoyl-6-chloro-1H-indol-3-yl)acetic acid (Example 2, 50 mg, 0.16 mmol) and 10% HCl in methanol (3 ml) was stirred for 3 h at room temperature. The mixture was concentrated and the residue was purified by flash column chromatography eluting with ethyl acetate/hexane (1:5) to afford 23 mg (44%) of the title compound as white solids.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by flash column chromatography
  3. washeluting with ethyl acetate/hexane (1:5)

Sources & evidence

ORD record
ord-507a83668cea4c9baa3097d4a71aa74b
Source dataset
uspto-grants-2003_08
Patent number
US06608070B1

Reaction notes

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