Sodium Iodide → 2-{4-[3-(2-Methylpyrrolidin-1-yl)propoxy]phenyl}-1,3-thiazole

HRID 1710779ノート

反応式

HRID 1710779 の反応式
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[S:13][CH:14]=[CH:15][N:16]=2)=[CH:8][CH:7]=1.[I-].[Na+].[CH3:19][CH:20]1[CH2:24][CH2:23][CH2:22][NH:21]1>C(#N)C>[CH3:19][CH:20]1[CH2:24][CH2:23][CH2:22][N:21]1[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[S:13][CH:14]=[CH:15][N:16]=2)=[CH:8][CH:7]=1

参加物

5

反応物 3

HCID 5238Sodium IodideHCID 130032-MethylpyrrolidineHCID 542513932-[4-(3-Chloropropoxy)phenyl]-1,3-thiazole

生成物 1

HCID 118578962-{4-[3-(2-Methylpyrrolidin-1-yl)propoxy]phenyl}-1,3-thiazole収率 27%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

反応条件

温度
85 °C

実験手順

A solution of 2-[4-(3-chloropropoxy)phenyl]-1,3-thiazole i88 (120 mg, 1 eq, 0.47 mmol) in acetonitrile (1 ml) is added to a solution of sodium iodide (10 mg, 0.1 eq, 0.07 mmol) and 2-methylpyrrolidine (0.1 ml, 2 eq, 0.9 mmol) in acetonitrile (1 ml). The mixture is stirred at 85° C. overnight, filtered, washed with acetonitrile, and concentrated under reduced pressure. Purification of the residue by chromatography over silicagel (eluent: dichloromethane/methanol/ammonia 96/4/0.4) affords 40 mg of 2-{4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl}-1,3-thiazole 83.

後処理

  1. filtrationfiltered
  2. washwashed with acetonitrile
  3. concentrationconcentrated under reduced pressure
  4. customPurification of the residue by chromatography over silicagel (eluent: dichloromethane/methanol/ammonia 96/4/0.4)

出典と根拠

ORDレコード
ord-b1aa4db090854b148acc69aeba80cefc
出典データセット
uspto-grants-2010_09
特許番号
US07790720B2

反応ノート

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