Water → 2-[1-[4-(2-Fluorophenoxymethyl)piperidino]ethyl]-3-methoxypyrazine

HRID 890109노트

반응식

HRID 890109 반응식
[F:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[O:4][CH2:5][CH:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.[C:16]([C:19]1[C:24]([O:25][CH3:26])=[N:23][CH:22]=[CH:21][N:20]=1)(=O)[CH3:17].[BH4-].[Na+].O>CO.CC(C)[O-].CC(C)[O-].CC(C)[O-].CC(C)[O-].[Ti+4].C(OCC)(=O)C>[F:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[O:4][CH2:5][CH:6]1[CH2:7][CH2:8][N:9]([CH:16]([C:19]2[C:24]([O:25][CH3:26])=[N:23][CH:22]=[CH:21][N:20]=2)[CH3:17])[CH2:10][CH2:11]1

참가 물질

8

반응물 4

HCID 962WaterHCID 5398321-(3-Methoxy-2-pyrazinyl)ethanoneHCID 4311764Sodium borohydrideHCID 171780514-[(2-Fluorophenoxy)methyl]piperidine

생성물 1

HCID 222483652-[1-[4-(2-Fluorophenoxymethyl)piperidino]ethyl]-3-methoxypyrazine수율 11%

시약·촉매·용매 3

HCID 887Methanol용매HCID 8857Ethyl Acetate용매HCID 11026Titanium isopropoxide용매

실험 절차

After dissolving 1.09 g of 4-(2-fluorophenoxymethyl)piperidine in 15 ml of methanol, 1.53 ml of titanium(IV)tetraisopropoxide and 400 mg of 2-acetyl-3-methoxypyrazine [CAS No.56343-40-9] were added and the mixture was stirred overnight at room temperature. The reaction solution was cooled on ice, 118 mg of sodium borohydride was added and the mixture was stirred for 5 hours at room temperature. Water and ethyl acetate were added to the reaction solution and the mixture was filtered with celite. The filtrate was extracted with ethyl acetate and the extract was washed with saturated brine and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by NH silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (100 mg, 11% yield).

후처리

  1. addition56343-40-9] were added
  2. additionwas added
  3. stirringthe mixture was stirred for 5 hours at room temperature
  4. filtrationthe mixture was filtered with celite
  5. extractionThe filtrate was extracted with ethyl acetate
  6. washthe extract was washed with saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationThe solvent was distilled off under reduced pressure
  9. customthe residue was purified by NH silica gel column chromatography (solvent: n-hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-a45d9dc0fbf3440aa4f4146b1d894018
출처 데이터셋
uspto-grants-2006_02
특허 번호
US06995144B2

반응 노트

불러오는 중…