Indole-3-pyruvic acid → HCID 12457675, compound

HRID 359725Notes

Reaction equation

HRID 359725 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C:11](=[O:15])[C:12]([OH:14])=[O:13])=[CH:2]1.[CH2:16]1CCN2C(=NCCC2)C[CH2:17]1.C(Br)C>C1C=CC=CC=1>[CH2:16]([O:13][C:12](=[O:14])[C:11]([CH2:10][C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:1][CH:2]=1)=[O:15])[CH3:17]

Participants

5

Reactant 3

HCID 803Indole-3-pyruvic acidHCID 6332Ethyl BromideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

Product 1

HCID 12457675HCID 12457675, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Following the same method as previously described, 1,0 g 3-indole-pyruvic acid were reacted with 1,5 ml DBU and 790 microliters ethylbromide. In this case the benzene solution appeared red orange. After flash chromatography purification the ethyl ester was obtained with a yield of about 70%.

Workup

  1. customAfter flash chromatography purification the ethyl ester
  2. customwas obtained with a yield of about 70%

Sources & evidence

ORD record
ord-b950a389228e4d7da502945220a05509
Source dataset
uspto-grants-1991_03
Patent number
US05002963

Reaction notes

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