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

HRID 1633583ノート

反応式

HRID 1633583 の反応式
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

参加物

5

反応物 3

HCID 8471TriethylamineHCID 21226445Aluminium lithium hydrideHCID 69692845HCID 69692845、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cf22e7ae1c254f85829b5576c0e5fbde
出典データセット
uspto-grants-2003_01
特許番号
US06503928B2

反応ノート

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