Sodium Bicarbonate → 4-Acetylamino-1-(4-pyridyl)piperidine

HRID 743833

반응식

HRID 743833 반응식
Cl.[C:2]([NH:5][CH:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1)(=[O:4])[CH3:3].Cl.Cl[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1.C(=O)([O-])O.[Na+]>CC(C)CCO>[C:2]([NH:5][CH:6]1[CH2:11][CH2:10][N:9]([C:18]2[CH:17]=[CH:16][N:15]=[CH:14][CH:19]=2)[CH2:8][CH2:7]1)(=[O:4])[CH3:3]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 114011054-Acetamidopiperidine dihydrochlorideHCID 156199202-Chloropyridine--hydrogen chloride (1/1)

생성물 1

HCID 189184354-Acetylamino-1-(4-pyridyl)piperidine

시약·촉매·용매 1

HCID 31260Isoamyl Alcohol용매

실험 절차

A mixture of the product from step (ii) (1.79 g), -chloropyridine hydrochloride (1.50 g), sodium hydrogen carbonate (2.86 g) in 3-methyl 1-butanol (25 ml) was heated at reflux temperature for 16 hours. The cooled mixture was filtered and the filtrate concentrated in vacuo. Purification of the residue by flash chromatography on silica, eluting with methanol/dichloromethane (1:2 v/v) gave 4-acetylamino-1-(4-pyridyl)piperidine as a foam, 0.69 g: NMR(d6DMSO) δ8.10(2H,d), 7.80(1H,bd), 6.80(2H,dd), 3.82(3H,m), 2.93(2H,dt), 1.78(3H,s), 1.77(2H,m), 1.33(2H,dq); m/e 220 (M+H)+.

후처리

  1. temperatureat reflux temperature for 16 hours
  2. filtrationThe cooled mixture was filtered
  3. concentrationthe filtrate concentrated in vacuo
  4. customPurification of the residue by flash chromatography on silica
  5. washeluting with methanol/dichloromethane (1:2 v/v)

출처 및 근거

ORD 기록
ord-ba47285be3294e308a6711f86a149141
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05556977

연결된 노트

불러오는 중…