2-Pyrrolidone → Levetiracetam

HRID 2197656

반응식

HRID 2197656 반응식
[NH:1]1[CH2:5][CH2:4][CH2:3][C:2]1=[O:6].C[O-].[Na+].Br[C@H:11]([CH2:15][CH3:16])[C:12]([NH2:14])=[O:13]>C1(C)C=CC=CC=1.CO>[CH3:16][CH2:15][C@H:11]([N:1]1[C:2](=[O:6])[CH2:3][CH2:4][CH2:5]1)[C:12]([NH2:14])=[O:13]

참가 물질

6

반응물 3

HCID 120252-PyrrolidoneHCID 10942334Sodium MethoxideHCID 51381210(R)-2-bromobutyramide

생성물 1

HCID 5284583Levetiracetam

시약·촉매·용매 2

HCID 887Methanol용매HCID 1140Toluene용매

반응 조건

온도
40 °C

실험 절차

To a solution of pyrrolidine-2-one (85 mg, 1 mmol) in 6 ml of toluene is added sodium methoxide (0. 19 ml of a 30% solution in MeOH, 1 mmol, 1 equiv.). The mixture is heated to 40° C. and concentrated to dryness under reduced pressure. The solid residue is taken up in 3 ml of tetrahydrofuran, cooled to 0° C. and (R)-2-bromobutyramide (IId) (optical purity >98%) (166 mg, 1 mmol, 1 equiv.) is added. The mixture is stirred for 1 h at 0° C. and further 16 h at room temperature. The mixture is then concentrated to dryness under reduce pressure.

후처리

  1. concentrationconcentrated to dryness under reduced pressure
  2. temperaturecooled to 0° C.
  3. concentrationThe mixture is then concentrated to dryness

출처 및 근거

ORD 기록
ord-d18715b0d5824382a6fbb9322b2257ee
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338621B2

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