Cesium fluoride → HCID 24765972, compound

HRID 1255149Notes

Reaction equation

HRID 1255149 reaction equation
[F:1][C:2]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:3]=1[C:4]([NH:6][C:7]1[S:8][C:9]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=2)=[C:10]([C:12]2[CH:16]=[C:15]([Si](C)(C)C)[O:14][N:13]=2)[N:11]=1)=[O:5].[F-].[Cs+]>C(O)C.C(Cl)Cl>[F:35][C:31]1[CH:32]=[CH:33][CH:34]=[C:2]([F:1])[C:3]=1[C:4]([NH:6][C:7]1[S:8][C:9]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:28])([F:29])[F:30])[CH:22]=2)=[C:10]([C:12]2[CH:16]=[CH:15][O:14][N:13]=2)[N:11]=1)=[O:5]

Participants

5

Reactant 2

HCID 25953Cesium fluorideHCID 24765971HCID 24765971, compound

Product 1

HCID 24765972HCID 24765972, compoundYield 86.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

Into a solution of Compound 105 (55.0 mg, 0.10 mmol) in ethanol (2.0 mL) at room temperature was added cesium fluoride (152 mg, 1.0 mmol). The mixture was stirred at room temperature for 1 hour, diluted with CH2Cl2, washed with water (2×), dried (Na2SO4), filtered and concentrated. The residue was purified on silica to give Compound 106 (39 mg).

Workup

  1. washwashed with water (2×)
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified on silica

Sources & evidence

ORD record
ord-af0aab4822de4198b647e53685729937
Source dataset
uspto-grants-2013_06
Patent number
US08455658B2

Reaction notes

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