Cesium carbonate → HCID 88152681, compound

HRID 324408Notes

Reaction equation

HRID 324408 reaction equation
[CH3:1][C:2]([Si:5]([CH3:31])([CH3:30])[O:6][C:7]1[CH:8]=[CH:9][C:10]2[CH:20]([C:21]3[C:22](=[O:28])[NH:23][C:24](=[O:27])[NH:25][CH:26]=3)[C:15]3[N:16]=[C:17]([CH3:19])[O:18][C:14]=3[CH:13]=[CH:12][C:11]=2[CH:29]=1)([CH3:4])[CH3:3].[Cl:32][C:33]1[N:38]=[C:37](Cl)[CH:36]=[CH:35][N:34]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[Cl:32][C:33]1[N:38]=[C:37]([N:25]2[CH:26]=[C:21]([CH:20]3[C:15]4[N:16]=[C:17]([CH3:19])[O:18][C:14]=4[CH:13]=[CH:12][C:11]4[CH:29]=[C:7]([O:6][Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:30])[CH3:31])[CH:8]=[CH:9][C:10]3=4)[C:22](=[O:28])[NH:23][C:24]2=[O:27])[CH:36]=[CH:35][N:34]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 775312,4-DichloropyrimidineHCID 70113495HCID 70113495, compound

Product 1

HCID 88152681HCID 88152681, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of the product from step (viii) (0.35 g), 2,4-dichloropyrimidine (0.18 g) and cesium carbonate (0.26 g) in N,N-dimethylformamide (10 ml) was stirred at room temperature for 4 hours. The mixture was partitioned between water and ethyl acetate, the organic phase washed with water, dried (MgSO4) and evaporated under reduced pressure. Purification was by chromatography eluting with 50-80% ethyl acetate in isohexane.

Workup

  1. customThe mixture was partitioned between water and ethyl acetate
  2. washthe organic phase washed with water
  3. dry with materialdried (MgSO4)
  4. customevaporated under reduced pressure
  5. customPurification
  6. washeluting with 50-80% ethyl acetate in isohexane

Sources & evidence

ORD record
ord-7cac7c4bed86478d860ca37cb138a136
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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