Hydrochloric Acid → HCID 21919367, compound

HRID 1244431Notes

Reaction equation

HRID 1244431 reaction equation
Cl.[O:2]1CCO[CH:3]1[CH2:7][CH:8]([C:10]1[N:15]=[CH:14][C:13]([F:16])=[CH:12][N:11]=1)[CH3:9].C(=O)([O-])O.[Na+]>O1CCCC1>[F:16][C:13]1[CH:14]=[N:15][C:10]([CH:8]([CH3:9])[CH2:7][CH:3]=[O:2])=[N:11][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 21919363HCID 21919363, compound

Product 1

HCID 21919367HCID 21919367, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Concentrated hydrochloric acid (1 m) was added to a stirring solution of 2-[2-(1,3-dioxolan-2-yl)-1-methylethyl]-5-fluoropyrimidine (1.1 g) in tetrahydrofuran (10 ml) at ambient temperature, stirred for 3 hours then added solid sodium hydrogen carbonate to neutral pH. The mixture was poured onto a Chemelute carrtridge and washed with ethyl acetate (3×20 ml), the combined organics were dried over Na2SO4 and evaporated in vacuo to afford 3-(5-fluoropyrimidin-2-yl)butanal (300 mg, 35%) which was used without further purification.

Workup

  1. additionThe mixture was poured onto a Chemelute carrtridge
  2. washwashed with ethyl acetate (3×20 ml)
  3. dry with materialthe combined organics were dried over Na2SO4
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-ce26ee74e41f4faa9d4290120dfbebeb
Source dataset
uspto-grants-2006_10
Patent number
US07122551B2

Reaction notes

Loading…