Water → HCID 58159630, compound

HRID 2192248Notes

Reaction equation

HRID 2192248 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-8da3129ff8554d3080e1235d294cc58b
Source dataset
uspto-grants-2012_12
Patent number
US08329708B2

Reaction notes

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