N-methyl-2-pyrrolidone → HCID 86691518, compound

HRID 1465383Notes

Reaction equation

HRID 1465383 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]2[NH:7][C:6]3[CH2:11][CH2:12][N:13]([CH3:15])[CH2:14][C:5]=3[C:4]=2[CH:3]=1.[CH3:16][N:17]([CH3:26])[C:18]1[CH:23]=[CH:22][C:21](C=C)=[CH:20][N:19]=1.[OH-].[K+].CN1C(=O)C[CH2:32][CH2:31]1>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]([CH2:31][CH2:32][C:18]3([N:17]([CH3:16])[CH3:26])[CH:23]=[CH:22][CH:21]=[CH:20][NH:19]3)[C:6]3[CH2:11][CH2:12][N:13]([CH3:15])[CH2:14][C:5]=3[C:4]=2[CH:3]=1

Participants

5

Reactant 4

HCID 13387N-methyl-2-pyrrolidoneHCID 14797Potassium HydroxideHCID 196158-chloro-2-methyl-1H,2H,3H,4H,5H-pyrido(4,3-b)indoleHCID 68735601HCID 68735601, compound

Product 1

HCID 86691518HCID 86691518, compound

Procedure

The title compound is prepared from: a mixture of 8-chloro-2,3,4,5-tetrahydro-2-methyl-1H-pyrido[4,3-b]indole, N,N-dimethyl-5-vinylpyridin-2-amine 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-031eb16469d04d31a55b4620fae4be9c
Source dataset
uspto-grants-2015_04
Patent number
US08999978B2

Reaction notes

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