Dimethylformamide → 4-(5-Nitro-2-thiophenylsulfanyl)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine

HRID 1433423Notes

Reaction equation

HRID 1433423 reaction equation
Br[C:2]1[S:3][C:4]([N+:7]([O-:9])=[O:8])=[CH:5][CH:6]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.[C:21]1([C:27]2[NH:36][C:30]3[N:31]=[CH:32][N:33]=[C:34]([SH:35])[C:29]=3[CH:28]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>O>[N+:7]([C:4]1[S:3][C:2]([S:35][C:34]2[C:29]3[CH:28]=[C:27]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[NH:36][C:30]=3[N:31]=[CH:32][N:33]=2)=[CH:6][CH:5]=1)([O-:9])=[O:8]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 832222-Bromo-5-nitrothiopheneHCID 178527889HCID 178527889, compound

Product 1

HCID 589312964-(5-Nitro-2-thiophenylsulfanyl)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

After adding 1.05 g of 2-bromo-5-nitrothiophene, 0.95 g of potassium carbonate and 15 ml of dimethylformamide to the 6-phenyl-7H-pyrrolo[2,3-d]pyrimidine-4-thiol synthesized in Production Example 161-1 and stirring the mixture overnight at room temperature, water was added and the precipitated crystals were filtered out, blow-dried and dried under reduced pressure to obtain 1.30 g of the title compound.

Workup

  1. customsynthesized in Production Example 161-1
  2. filtrationthe precipitated crystals were filtered out
  3. customblow-dried
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-631d0ca15f284e1ba1746cf255fc4573
Source dataset
uspto-grants-2009_11
Patent number
US07612092B2

Reaction notes

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