Monobasic potassium phosphate → HCID 69151472, compound

HRID 1744099Notes

Reaction equation

HRID 1744099 reaction equation
OP([O-])(O)=O.[K+].[Br:7][C:8]1[CH:9]=[N:10][S:11][C:12]=1[N:13](C(OCC(Cl)(Cl)Cl)=O)[C@H:14]([C:19]([O:21][CH3:22])=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17]>C1COCC1.C(OCC)(=O)C.[Zn]>[Br:7][C:8]1[CH:9]=[N:10][S:11][C:12]=1[NH:13][C@H:14]([C:19]([O:21][CH3:22])=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17]

Participants

6

Reactant 2

HCID 516951Monobasic potassium phosphateHCID 69153196HCID 69153196, compound

Product 1

HCID 69151472HCID 69151472, compoundYield 164.6%

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A 1.0 M aqueous solution of KH2PO4 (1.8 mL) was added dropwise over several minutes to zinc dust (1.13 g, 17.8 mmol) and methyl N-(4-bromoisothiazol-5-yl)-N-[(2,2,2-trichloroethoxy)carbonyl]leucinate (172 mg, 0.356 mmol) in THF (3.2 mL) with rapid stirring at rt for 30 min. The slurry was diluted with ethyl acetate and filtered (Celite), and the filtrate was washed with water, then saturated sodium chloride solution and dried (Na2SO4). Solvent removal in vacuo afforded 180 mg of methyl N-(4-bromoisothiazol-5-yl)leucinate as a yellow oil.

Workup

  1. filtrationfiltered (Celite)
  2. washthe filtrate was washed with water
  3. dry with materialsaturated sodium chloride solution and dried (Na2SO4)
  4. customSolvent removal in vacuo

Sources & evidence

ORD record
ord-ac0071437f984aa7baf8310167564457
Source dataset
uspto-grants-2006_03
Patent number
US07012075B2

Reaction notes

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