Dichloromethane → HCID 86594456, compound

HRID 1797434Notes

Reaction equation

HRID 1797434 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]([NH2:11])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:12]1[CH2:16][CH:15]([O:17][Si](C(C)(C)C)(C)C)[CH:14]([CH2:25][O:26][Si](C(C)(C)C)(C)C)[C:13]1=[CH2:34].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.C(Cl)Cl>C1COCC1>[Cl:1][C:2]1[N:10]=[C:9]([NH2:11])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:12]1[CH2:16][CH:15]([OH:17])[CH:14]([CH2:25][OH:26])[C:13]1=[CH2:34]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 2724141Tetrabutylammonium FluorideHCID 86594457HCID 86594457, compound

Product 1

HCID 86594456HCID 86594456, compoundYield 54.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 57 (180 mg, 0.344 mmol) in THF (2 mL) was added tetrabutylammonium fluoride (2 mL of 1 M solution in THF). The reaction mixture was stirred at room temperature for 1 hour. It was poured into DCM (50 mL), washed with water (3×10 mL), dried over sodium sulfate, and concentrated in vacuo to give the title compound (55 mg, 54%).

Workup

  1. washwashed with water (3×10 mL)
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e9359d193a414c9eb79dfe5313f7d4e8
Source dataset
uspto-grants-2006_04
Patent number
US07034152B2

Reaction notes

Loading…