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

HRID 219811노트

반응식

HRID 219811 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 2631-Butanol용매HCID 8857Ethyl Acetate용매

반응 조건

온도
90 °C

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-eac71cda286a4d9283d2ad9e0699d44f
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202865B2

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