Formaldehyde → tert-butyl 1-[2-[N-methyl-N-(tetrahydropyran-4-yl)amino]ethyl]-4-piperidinylcarbamate

HRID 1169406노트

반응식

HRID 1169406 반응식
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:6][CH2:5]1.[O:18]1[CH2:23][CH2:22][C:21](=O)[CH2:20][CH2:19]1.[C:25](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C=O.C(=O)(O)[O-].[Na+]>ClC(Cl)C>[CH3:25][N:1]([CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:14])([CH3:16])[CH3:15])[CH2:6][CH2:5]1)[CH:21]1[CH2:22][CH2:23][O:18][CH2:19][CH2:20]1

참가 물질

7

반응물 5

HCID 712FormaldehydeHCID 121599Tetrahydro-4H-pyran-4-oneHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydride2회HCID 235626471,1-Dimethylethyl N-[1-(2-aminoethyl)-4-piperidinyl]carbamate

생성물 1

HCID 70023872tert-butyl 1-[2-[N-methyl-N-(tetrahydropyran-4-yl)amino]ethyl]-4-piperidinylcarbamate수율 100.9%

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

Into a solution of tert-butyl 1-(2-aminoethyl)-4-piperidinylcarbamate (2.4 g) and tetrahydro-4H-pyran-4-one (0.79 g) in dichloroethane (35 ml) was added at room temperature sodium triacetoxyborohydride (2.19 g), and the resulting mixture was stirred for 2.5 hours. To the reaction mixture were added 37% formalin (0.65 g) and sodium triacetoxyborohydride (2.19 g), and the resulting mixture was stirred for 64 hours. The reaction mixture was mixed with an aqueous solution of sodium bicarbonate and was extracted with chloroform. The organic layer was washed with an aqueous saturated solution of sodium chloride and was dried with magnesium sulfate. The resulting organic layer was concentrated under reduced pressure to obtain tert-butyl 1-[2-[N-methyl-N-(tetrahydropyran-4-yl)amino]ethyl]-4-piperidinylcarbamate (2.72 g) as a yellow oil.

후처리

  1. stirringthe resulting mixture was stirred for 64 hours
  2. extractionwas extracted with chloroform
  3. washThe organic layer was washed with an aqueous saturated solution of sodium chloride
  4. dry with materialwas dried with magnesium sulfate
  5. concentrationThe resulting organic layer was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-7eb7df666a9442bcaf934fb882ee1383
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06627651B1

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