Diisopropylethylamine → 6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinonitrile

HRID 219811ノート

反応式

HRID 219811 の反応式
[CH3:1][O:2][CH2:3][CH:4]1[CH2:8][CH2:7][CH2:6][NH:5]1.CCN(C(C)C)C(C)C.[C:18]([C:20]1[CH:21]=[C:22]([CH3:27])[C:23](F)=[N:24][CH:25]=1)#[N:19]>C(O)CCC.CCOC(C)=O>[CH3:1][O:2][CH2:3][CH:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:23]1[C:22]([CH3:27])=[CH:21][C:20]([C:18]#[N:19])=[CH:25][N:24]=1

参加物

6

反応物 3

HCID 81531DiisopropylethylamineHCID 1439532-(Methoxymethyl)pyrrolidineHCID 232882695-Cyano-2-fluoro-3-picoline

生成物 1

HCID 675302276-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinonitrile収率 87%

試薬・触媒・溶媒 2

HCID 2631-Butanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
90 °C

実験手順

2-(Methoxymethyl)pyrrolidine (406 mg; 3.53 mmol; 1.2 eq.) and DIEA (1.52 mL; 8.82 mmol; 3 eq.) were added to a solution of 5-cyano-2-fluoro-3-methylpyridine (400 mg; 2.94 mmol; 1 eq.) in 1-butanol (1 mL) and the reaction mixture was stirred at 90° C. for 16 hours. The reaction mixture was allowed to return to RT then diluted with EtOAc, washed with water, dried over MgSO4 and concentrated in vacuo to afford the title compound as a yellow oil (0.59 g, 87%). LC/MS (Method A): 200.1 (M+H)+. HPLC (Method A) Rt 2.42 min (Purity 99.1%).

後処理

  1. customto return to RT
  2. washwashed with water
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-eac71cda286a4d9283d2ad9e0699d44f
出典データセット
uspto-grants-2012_06
特許番号
US08202865B2

反応ノート

読み込み中…