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Ammonium Hydroxide → 2-Amino-6-(piperidin-1-ylmethyl)pyridine

HRID 460177
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HRID 460177 반응식
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][N:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[N:3]=1.[NH4+:15].[OH-]>O>[NH2:15][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][N:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[N:3]=1
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참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 137845442-Bromo-6-piperidin-1-ylmethylpyridine

생성물 1

HCID 187716712-Amino-6-(piperidin-1-ylmethyl)pyridine

시약·촉매·용매 1

HCID 962Water용매

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온도
95 °C

실험 절차

To a solution of 2-bromo-6-(piperidylmethyl)pyridine (5.21 g, 20 mmol) in IpOH (30 mL) in a sealed tube at RT, a catalytic amount of Cu (100 mg) and 28–30% NH4OH (35 mL) were added. The stirred suspension was heated to 95° C. for 40 h. After cooling to RT, the reaction mixture was diluted with H2O (100 mL) and extracted with EtOAc (4×80 mL). The organic layers were combined, then washed with H2O (50 mL) followed by brine (50 mL). The organic layer was separated, dried over Na2SO4, filtered and concentrated under reduced pressure to yield the title compound as a dark yellow oil. This was used as crude. MS m/z: 193 (M+H)+.

후처리

  1. temperatureAfter cooling to RT
  2. extractionextracted with EtOAc (4×80 mL)
  3. washwashed with H2O (50 mL)
  4. customThe organic layer was separated
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-acc06917dec44dd4b47cbd19ddf89510
출처 데이터셋
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07196104B2

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