Water → HCID 86668062, compound

HRID 538351Notes

Reaction equation

HRID 538351 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:9]([NH:14][C:15](=[O:18])[CH2:16]Cl)([CH2:12][OH:13])[CH2:10][OH:11])[C:5]([Cl:8])=[N:6][CH:7]=1.CC(C)([O-])C.[K+].O>C(O)(C)(C)C>[Br:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:12][OH:13])[NH:14][C:15](=[O:18])[CH2:16][O:11][CH2:10]2)[C:5]([Cl:8])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 23665647Potassium tert-butoxideHCID 86668061HCID 86668061, compound

Product 1

HCID 86668062HCID 86668062, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

To a suspension of N-[1-(5-bromo-2-chloro-pyridin-3-yl)-2-hydroxy-1-hydroxymethyl-ethyl]-2-chloro-acetamide (622 mg, 1.74 mmol) in tert.-butanol (10.2 ml) was added at 0° C. potassium tert.-butoxide (292 mg, 2.61 mmol), the reaction mixture was stirred at room temperature for 1 h. Water was added and the tert.-butanol evaporated, the mixture was extracted with EtOAc, the combined organic layers were washed with halfsaturated aq. NaCl, dried with Na2SO4 and evaporated to provide the title compound as beige foam.

Workup

  1. customthe tert.-butanol evaporated
  2. extractionthe mixture was extracted with EtOAc
  3. washthe combined organic layers were washed with halfsaturated aq. NaCl
  4. dry with materialdried with Na2SO4
  5. customevaporated

Sources & evidence

ORD record
ord-79715bdd52804ec98e6ba2e728dde853
Source dataset
uspto-grants-2014_10
Patent number
US08865712B2

Reaction notes

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