Triethylamine → {(1R)-1-benzyl-2-[4-(5-fluoro-2-methoxy-phenyl)-1,2,5,6-tetrahydropyridin-1-yl]-ethyl}-methyl-amine

HRID 1633583노트

반응식

HRID 1633583 반응식
Cl.[F:2][C:3]1[CH:4]=[CH:5][C:6]([O:27][CH3:28])=[C:7]([C:9]2[CH2:10][CH2:11][N:12]([C:15](=O)[C@H:16]([NH:24][CH3:25])[CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:13][CH:14]=2)[CH:8]=1.C(N(CC)CC)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH2:17]([C@@H:16]([NH:24][CH3:25])[CH2:15][N:12]1[CH2:13][CH2:14][C:9]([C:7]2[CH:8]=[C:3]([F:2])[CH:4]=[CH:5][C:6]=2[O:27][CH3:28])=[CH:10][CH2:11]1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 21226445Aluminium lithium hydrideHCID 69692845HCID 69692845, 화합물

생성물 1

HCID 15512827{(1R)-1-benzyl-2-[4-(5-fluoro-2-methoxy-phenyl)-1,2,5,6-tetrahydropyridin-1-yl]-ethyl}-methyl-amine수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a mixture of (2R)-1-[4-(5-fluoro-2-methoxy-phenyl)-1,2,3,6-tetrahydropyridin-1-yl]-2-methylamino-3-phenyl-propan-1-one hydrochloride (0.41 g, 1.0 mmole) in 20 mL of tetrahydrofuran at 0° C. under N2 was added of triethylamine (0.14 mL, 1.0 mmol), followed by slow addition of 1.9 mL (1.9 mmole) lithium aluminum hydride (1 M solution in THF). After addition, the cooling bath was removed and the mixture was stirred at room temperature for 2.5 hours. The reaction was quenched by the slow addition of saturated NH4Cl solution and the mixture was filtered through a celite pad. The solution was concentrated to afford 0.36 g (100% {(1R)-1-benzyl-2-[4-(5-fluoro-2-methoxy-phenyl)-1,2,5,6-tetrahydropyridin-1-yl]-ethyl}-methyl-amine as a yellow oil which was used without further purification.

후처리

  1. additionAfter addition
  2. customthe cooling bath was removed
  3. customThe reaction was quenched by the slow addition of saturated NH4Cl solution
  4. filtrationthe mixture was filtered through a celite pad
  5. concentrationThe solution was concentrated

출처 및 근거

ORD 기록
ord-cf22e7ae1c254f85829b5576c0e5fbde
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06503928B2

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