Water → HCID 58159630, compound

HRID 240839Notes

Reaction equation

HRID 240839 reaction equation
[H-].[Na+].[N+:3]([C:6]1[CH:7]=[C:8]([C:12]2[CH:20]=[C:19]3[C:15]([CH:16]=[CH:17][NH:18]3)=[CH:14][CH:13]=2)[CH:9]=[CH:10][CH:11]=1)([O-:5])=[O:4].Cl[C:22]1[CH:27]=[CH:26][N:25]=[C:24]([S:28][CH3:29])[N:23]=1.O>CN(C=O)C>[CH3:29][S:28][C:24]1[N:25]=[C:26]([N:18]2[C:19]3[C:15](=[CH:14][CH:13]=[C:12]([C:8]4[CH:9]=[CH:10][CH:11]=[C:6]([N+:3]([O-:5])=[O:4])[CH:7]=4)[CH:20]=3)[CH:16]=[CH:17]2)[CH:27]=[CH:22][N:23]=1

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 971134-Chloro-2-methylthiopyrimidineHCID 66955149HCID 66955149, compound

Product 1

HCID 58159630HCID 58159630, compoundYield 57.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Sodium hydride (60% in mineral oil, 40 mg, 0.98 mmol) was added to a mixture solution of 6-(3-nitrophenyl)-1H-indole (117 mg, 0.49 mmol) in DMF (2 mL) at room temperature. 10 minutes later, 4-chloro-2-(methylthio)pyrimidine (68 μL, 0.59 mmol) was added. After stirring at room temperature for 30 minutes, water was added. Thus produced solid was filtered and dried. The target compound (102 mg) was obtained as white solid.

Workup

  1. filtrationThus produced solid was filtered
  2. customdried

Sources & evidence

ORD record
ord-920f00b7323a4c31b7e0d43c6decd5b7
Source dataset
uspto-grants-2014_02
Patent number
US08648089B2

Reaction notes

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