Cesium carbonate → HCID 71815308, compound

HRID 532687Notes

Reaction equation

HRID 532687 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]3[CH2:14][C:15]4[S:16][C:17]([C:20]5[CH:21]=[CH:22][C:23]([NH2:26])=[N:24][CH:25]=5)=[CH:18][C:19]=4[C:12]=3[NH:11][N:10]=2)=[CH:5][CH:4]=1.C([O-])([O-])=[O:28].[Cs+].[Cs+]>CN(C=O)C>[NH2:26][C:23]1[N:24]=[CH:25][C:20]([C:17]2[S:16][C:15]3[C:14](=[O:28])[C:13]4[C:9]([C:6]5[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=5)=[N:10][NH:11][C:12]=4[C:19]=3[CH:18]=2)=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 10796Cesium carbonateHCID 71815237HCID 71815237, compound

Product 1

HCID 71815308HCID 71815308, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 5-[6-(4-Methoxy-phenyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-2-yl]-pyridin-2-ylamine (0.18 g, 0.5 mmol) and Cs2CO3 (1.6 g, 5.0 mmol) in DMF (10 mL) was stirred under molecular oxygen at ambient temperature. The reaction mixture was stirred for 12 hr. Afterward, the mixture was poured into ice water, followed by aqueous wash, and evaporation of the solvent, which provided the corresponding 2-(6-Amino-pyridin-3-yl)-6-(4-methoxy-phenyl)-4H-1-thia-4,5-diaza-cyclopenta[a]pentalen-7-one as yellow solid in 92% yield.

Workup

  1. stirringThe reaction mixture was stirred for 12 hr
  2. customfollowed by aqueous wash, and evaporation of the solvent, which

Sources & evidence

ORD record
ord-b0feb8f2dab6478cb3115a1c37ba814e
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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