Potassium Carbonate → HCID 46843217, compound

HRID 533734Notes

Reaction equation

HRID 533734 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.[CH3:15][O:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=1)[CH2:20]Br.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]([CH2:20][C:19]4[CH:22]=[CH:23][CH:24]=[C:17]([O:16][CH3:15])[CH:18]=4)[CH2:9][C:8]=3[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 40672073-Methoxybenzyl bromideHCID 66677239HCID 66677239, compound

Product 1

HCID 46843217HCID 46843217, compoundYield 18%

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-methoxybenzyl bromide (0.04 ml; 0.29 mmol), and K2CO3 (0.04 ml; 0.72 mmol) were dissolved in DMF (2 ml) and stirred overnight at room temperature. Prep-LC-MS purification provided 17 as an off-white powder (14 mg, 18% yield). LC-MS (M+H=328, obsd.=328).

Workup

  1. customPrep-LC-MS purification

Sources & evidence

ORD record
ord-ae959ca61a044973b4004ddd9dfe5ab2
Source dataset
uspto-grants-2014_10
Patent number
US08853391B2

Reaction notes

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