Water → HCID 58159630, compound

HRID 1615382Notes

Reaction equation

HRID 1615382 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 at room temperature to a mixture solution of 6-(3-nitrophenyl)-1H-indole (117 mg, 0.49 mmol) in DMF (2 mL). 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 prepared solid was filtered and dried. The target compound (102 mg) was yielded as white solid.

Workup

  1. filtrationThus prepared solid was filtered
  2. customdried

Sources & evidence

ORD record
ord-27f3fcd8fb734ac8806f825d74f3bf5f
Source dataset
uspto-grants-2014_07
Patent number
US08765749B2

Reaction notes

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