2-Bromo-1-(5-methyl-2-pyridyl)ethanone → [6-Chloro-2-(5-methylpyridine-2-carbonyl)-1H-indol-3-yl]acetic Acid

HRID 396435Notes

Reaction equation

HRID 396435 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5](/[CH:6]=[CH:7]/[C:8]([O:10]C)=[O:9])=[C:4]([NH:14][C:15](OCC)=O)[CH:3]=1.BrC[C:22]([C:24]1[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][N:25]=1)=[O:23]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:5]([C:6]([CH2:7][C:8]([OH:10])=[O:9])=[C:15]([C:22]([C:24]3[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][N:25]=3)=[O:23])[NH:14]2)=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 178014772-Bromo-1-(5-methyl-2-pyridyl)ethanoneHCID 23003310Methyl trans-4-chloro-2-(ethoxycarbonylamino)cinnamate

Product 1

HCID 9862268[6-Chloro-2-(5-methylpyridine-2-carbonyl)-1H-indol-3-yl]acetic Acid

Procedure

Two diastreomers of the title compound were prepared according the procedure described in step 2 of Example 31 from methyl trans-4-chloro-2-(ethoxycarbonylamino)cinnamate (Example 31, step 1) and 2-bromoacetyl-5-methylpyridine.*

Sources & evidence

ORD record
ord-cd755beaa2024e1a80b4b52d53baf14f
Source dataset
uspto-grants-2003_08
Patent number
US06608070B1

Reaction notes

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