Cesium carbonate → HCID 18689771, compound

HRID 1871968Notes

Reaction equation

HRID 1871968 reaction equation
C(=O)([O-])[O-].[Cs+].[Cs+].[CH:7]1[C:17]2[CH:16]=[CH:15][C:14]3[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=3[CH:12]([C:22]3[C:23](=[O:29])[NH:24][C:25](=[O:28])[NH:26][CH:27]=3)[C:11]=2[CH:10]=[CH:9][CH:8]=1.[Cl:30][C:31]1[N:32]=[N:33][C:34](Cl)=[CH:35][CH:36]=1>CS(C)=O>[CH:7]1[C:17]2[CH:16]=[CH:15][C:14]3[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=3[CH:12]([C:22]3[C:23](=[O:29])[NH:24][C:25](=[O:28])[N:26]([C:34]4[N:33]=[N:32][C:31]([Cl:30])=[CH:36][CH:35]=4)[CH:27]=3)[C:11]=2[CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 673313,6-DichloropyridazineHCID 110986755-(5h-Dibenzo[a,d]cyclohepten-5-yl)-2,4(1h,3h)-pyrimidinedione

Product 1

HCID 18689771HCID 18689771, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
80 °C

Procedure

Cesium carbonate (2.15 g) was added to a stirred solution of the product of example 1 step (iv) (2 g) in dimethylsulphoxide (20 ml). After 5 minutes 3,6-dichloropyridazine (1 g) was added and the mixture heated at 80° C. for 3 hours. The mixture was partitioned between ethyl acetate and water. The organic phase was dried (MgSO4) and evaporated. The residue was purified by chromatography eluting with 50% ethyl acetate in isohexane. Yield 1.8 g.

Workup

  1. customThe mixture was partitioned between ethyl acetate and water
  2. dry with materialThe organic phase was dried (MgSO4)
  3. customevaporated
  4. customThe residue was purified by chromatography
  5. washeluting with 50% ethyl acetate in isohexane

Sources & evidence

ORD record
ord-823292e78aeb4bb6b6c6815cce31c163
Source dataset
uspto-grants-2000_08
Patent number
US06107297

Reaction notes

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