2-Methyl-5-vinylpyridine → HCID 57876060, compound

HRID 1465413Notes

Reaction equation

HRID 1465413 reaction equation
[OH:1][CH:2]1[N:14]([CH3:15])[C:13](=[O:16])[C:12]2[C:11]3[CH:10]=[C:9]([CH3:17])[CH:8]=[CH:7][C:6]=3[NH:5][C:4]=2[CH2:3]1.[CH3:18][C:19]1[CH:24]=[CH:23][C:22]([CH:25]=[CH2:26])=[CH:21][N:20]=1.[OH-].[K+]>CN1C(=O)CCC1>[OH:1][CH:2]1[N:14]([CH3:15])[C:13](=[O:16])[C:12]2[C:11]3[CH:10]=[C:9]([CH3:17])[CH:8]=[CH:7][C:6]=3[N:5]([CH2:26][CH2:25][C:22]3[CH:21]=[N:20][C:19]([CH3:18])=[CH:24][CH:23]=3)[C:4]=2[CH2:3]1

Participants

5

Reactant 3

HCID 88172-Methyl-5-vinylpyridineHCID 14797Potassium HydroxideHCID 68929116HCID 68929116, compound

Product 1

HCID 57876060HCID 57876060, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

The title compound is prepared from a mixture of 3,4-dihydro-3-hydroxy-2,8-dimethyl-2H-pyrido[4,3-b]indol-1(5H)-one, 2-methyl-5-vinylpyridine and KOH (5-7 equiv) in NMP at a temperature ranging between 25 deg C. to 100 deg C. The product obtained is isolated by preparative HPLC.

Workup

  1. customranging between 25 deg C
  2. customto 100 deg C
  3. customThe product obtained
  4. customis isolated by preparative HPLC

Sources & evidence

ORD record
ord-65bb2086c10e4fa9959ef39bf90290b4
Source dataset
uspto-grants-2015_04
Patent number
US08999978B2

Reaction notes

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