Potassium Carbonate → HCID 46843216, compound

HRID 533733Notes

Reaction equation

HRID 533733 reaction equation
[Cl:1][C:2]1[CH:14]=[N:13][C:5]2[NH:6][C:7]3[CH2:12][CH2:11][NH:10][CH2:9][C:8]=3[C:4]=2[CH:3]=1.Br[CH2:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=1)[C:20]#[N:21].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[CH:14]=[N:13][C:5]2[NH:6][C:7]3[CH2:12][CH2:11][N:10]([CH2:16][C:17]4[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=4)[C:20]#[N:21])[CH2:9][C:8]=3[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 97249Benzonitrile, 3-(bromomethyl)-HCID 66677239HCID 66677239, compound

Product 1

HCID 46843216HCID 46843216, compoundYield 27.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-Chloro-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrole (50 mg; 0.24 mmol), 3-(bromomethyl)benzonitrile (56 mg; 0.29 mmol), and K2CO3 (0.04 ml; 0.72 mmol) where dissolved in DMF (2 ml) and stirred overnight at room temperature. Prep-LC-MS purification provided 16 as an off-white powder (21 mg, 27% yield). LC-MS (M+H=323, obsd.=323).

Workup

  1. customPrep-LC-MS purification

Sources & evidence

ORD record
ord-cff5ade4f1d94318aeb57a706bb19994
Source dataset
uspto-grants-2014_10
Patent number
US08853391B2

Reaction notes

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