반응 #72299

반응 방정식

methanol

Methyl-6-iodo-2-phenylpyrazolo[1,5-a]pyridine-3-carboxylate

methanol

hydrochloric acid

tetrahydrofuran

→

solid

수율 85.0%

6-Iodo-2-phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid

수율 85.0%

용매

LiOH

water

Ethylacetate

LiOH

반응 조건

후처리

1. 1
   workup.WAITAfter 24 hours
2. 2
   온도Heated at 55° C. overnight
3. 3
   온도The reaction was cooled on an ice water bath
4. 4
   추출The organic portion was extracted with brine (20 mL)
5. 5
   건조was dried over magnesium sulfate
6. 6
   기타The solvent was removed by rotory evaporation
7. 7
   기타under vacuum overnight

실험 절차

Methyl-6-iodo-2-phenylpyrazolo[1,5-a]pyridine-3-carboxylate (250 mg, 0.661 mmol) was dissolve in aqueous LiOH(2N,1 mL), methanol (2 mL) and tetrahydrofuran (7 mL). This solution was stirred overnight at 45° C. After 24 hours, 2 mL 2M LiOH and 2 mL methanol were added. Heated at 55° C. overnight. The reaction was cooled on an ice water bath and aqueous hydrochloric acid (10 mL, 1N) was added dropwise until acidic by pH paper. Ethylacetate (200 mL) and water (40 mL) were added. The organic portion was extracted with brine (20 mL) and was dried over magnesium sulfate. The solvent was removed by rotory evaporation. The residue was place under vacuum overnight to give of a white solid (204 mg, 85%). 1H NMR (500 MHz, DMSO-D6) δ ppm 7.47 (m, 3H) 7.77 (m, 2H) 7.97 (d, J=9.46 Hz, 1H) 9.27 (s, 1H).

출처