Piperazin-2-one → HCID 59639550, 화합물

HRID 556655노트

반응식

HRID 556655 반응식
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][C:2]1=[O:7].C[Al](C)C.[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=1[N:20]1[C:25]2[N:26]=[C:27]([NH:38][CH2:39][C:40](OC)=[O:41])[N:28]=[C:29]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=3[CH3:37])[C:24]=2[CH:23]=[CH:22][C:21]1=[O:44]>>[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=1[N:20]1[C:25]2[N:26]=[C:27]([NH:38][CH2:39][C:40](=[O:41])[N:4]3[CH2:5][CH2:6][NH:1][C:2](=[O:7])[CH2:3]3)[N:28]=[C:29]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=3[CH3:37])[C:24]=2[CH:23]=[CH:22][C:21]1=[O:44]

참가 물질

4

반응물 3

HCID 231360Piperazin-2-oneHCID 16682925TrimethylaluminumHCID 59639612HCID 59639612, 화합물

생성물 1

HCID 59639550HCID 59639550, 화합물수율 29%

실험 절차

Following the general procedure outlined in Example 193, piperazine-2-one (165 mg, 1.65 mmol), trimethylaluminum (0.83 mL, 1.65 mmol) and the product of Example 190 (150 mg, 0.33 mmol) were reacted to give the crude material. Preparative HPLC, eluting with acetonitrile/H2O (10/90, v/v to 90/10, v/v, over 10 min), followed by recrystallization from dichloromethane and hexane, gave the desired product 50 mg (29%). LC-MS: 523.2 (MH+, m/z), 1.68 (Rt, min).

후처리

  1. customto give the crude material
  2. washPreparative HPLC, eluting with acetonitrile/H2O (10/90, v/v to 90/10
  3. customv/v, over 10 min), followed by recrystallization from dichloromethane and hexane

출처 및 근거

ORD 기록
ord-3855ae534d6e49d6b6bb4f6afb515525
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058282B2

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