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Pyridine → 4-(5-Nitrothiazol-2-ylsulfanyl)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine

HRID 1010157
Notes
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Reaction equation

HRID 1010157 reaction equation
Br[C:2]1[S:3][C:4]([N+:7]([O-:9])=[O:8])=[CH:5][N:6]=1.CN(C)C=O.[C:15]1([C:21]2[NH:30][C:24]3[N:25]=[CH:26][N:27]=[C:28]([SH:29])[C:23]=3[CH:22]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.N1C=CC=CC=1>O>[N+:7]([C:4]1[S:3][C:2]([S:29][C:28]2[C:23]3[CH:22]=[C:21]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)[NH:30][C:24]=3[N:25]=[CH:26][N:27]=2)=[N:6][CH:5]=1)([O-:9])=[O:8]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 1049PyridineHCID 6228DimethylformamideHCID 182112-Bromo-5-nitrothiazoleHCID 178527889HCID 178527889, compound

Product 1

HCID 589312714-(5-Nitrothiazol-2-ylsulfanyl)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 962
Water
Solvent

Procedure

After adding 1.06 g of 2-bromo-5-nitrothiazole and 15 ml of dimethlforamide to 6-phenyl-7H-pyrrolo[2,3-d-]pyrimidine-4-thiol, the mixture was stirred at room temperature for 3 hours, and then 0.45 ml of pyridine was added and the mixture was stirred overnight. Water was added, and the precipitated crystals were filtered out, blow-dried and dried under reduced pressure to obtain 1.20 g of the title compound.

Workup

  1. stirringthe mixture was stirred overnight
  2. filtrationthe precipitated crystals were filtered out
  3. customblow-dried
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-48185cb70bc9467aa486e184784f1bd7
Source dataset
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07973160B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes