Sodium Thiosulfate → HCID 58074581, 화합물

반응식

[CH3:1][O:2][C:3]1[C:4]2[N:5]([N:9]=[C:10]([C:12]3([CH2:15][OH:16])[CH2:14][CH2:13]3)[N:11]=2)[CH:6]=[CH:7][CH:8]=1.[I:17]N1C(=O)CCC1=O.B(F)(F)F.O.O.C([O-])(O)=O.[Na+].[O-]S([O-])(=S)=O.[Na+].[Na+]>>[I:17][C:6]1[N:5]2[N:9]=[C:10]([C:12]3([CH2:15][OH:16])[CH2:14][CH2:13]3)[N:11]=[C:4]2[C:3]([O:2][CH3:1])=[CH:8][CH:7]=1

참가 물질

반응물 5

HCID 24477Sodium Thiosulfate

HCID 61591Boron trifluoride dihydrate

HCID 120273N-Iodosuccinimide

HCID 516892Sodium Bicarbonate

HCID 66707624HCID 66707624, 화합물

생성물 1

HCID 58074581HCID 58074581, 화합물수율 52.3%

실험 절차

A mixture of (1-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropyl)methanol (1.7 g, 7.76 mmol) and N-iodosuccinimide (1.7 g, 7.76 mmol) was treated with BF3.2H2O (8.5 g, 77.6 mmol, 5.3 ml) at RT. After 24 h, the reaction mixture was poured into a 1:1 mixture of the aq. solutions of NaHCO3 (1 M) and Na2S2O3 (1 M) and extracted with DCM. The combined organic phase was washed with H2O, over anhyd. Na2SO4 and concentrated under reduced pressure. The residue obtained was purified by column chromatography to afford (1-(5-iodo-8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropyl)methanol (1.4 g, 52%) as a solid.