تفاعل #1265383

معادلة التفاعل

7a

{2-[2-(3,5-Dimethyl-phenylamino)-pyrimidin-4-yl]-thiazol-4-yl}-methanol

t-butanol

Dess_Martin periodinane

→

aldehyde

2-[2-(3,5-Dimethyl-phenylamino)-pyrimidin-4-yl]-thiazole-4-carbaldehyde

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   أخرىwas quenched with sodium thiosulfate (1 mL)
2. 2
   workup.STIRRINGIt was stirred until the two phase
3. 3
   تجفيفThe organic layer was dried (Na2SO4)
4. 4
   تركيزconcentrated in vacuo

الإجراء التجريبي

To a solution of 7a (100 mg, 0.320 mmol) and 163 uL of t-butanol in 2 mL of DCM was added 163 mg of Dess_Martin periodinane reagent. The reaction mixture was stirred for 1 h after which it was quenched with sodium thiosulfate (1 mL). It was stirred until the two phase became clear. The organic layer was dried (Na2SO4) and concentrated in vacuo to give 35 mg (38%) the crude aldehyde 9a that was used directly for the next step. 1H NMR (CDCl3) δ 10.1 (s, 1H), 8.3 (d, 1H), 8.1 (s, 1H), 7.5 (d, 1H), 7.2 (s, 2H), 6.8 (s, 1H), 2.3 (s, 6H).

المصدر