Triethylamine → 6-((2R,5S)-2,5-Dimethyl-piperazin-1-yl)-nicotinonitrile

HRID 42175

반응식

HRID 42175 반응식
[CH3:1][C@H:2]1[CH2:7][NH:6][C@H:5]([CH3:8])[CH2:4][NH:3]1.Cl[C:10]1[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][N:11]=1.C(N(CC)CC)C>CN1CCCC1=O>[CH3:1][C@@H:2]1[CH2:7][NH:6][C@@H:5]([CH3:8])[CH2:4][N:3]1[C:10]1[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][N:11]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 2206722,5-Dimethylpiperazine, trans-HCID 51520946-Chloro-3-pyridinecarbonitrile

생성물 1

HCID 574716106-((2R,5S)-2,5-Dimethyl-piperazin-1-yl)-nicotinonitrile수율 9%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

Combine (2S,5R)-2,5-dimethyl-piperazine (200 mg, 1.75 mmol), 6-chloro-nicotinonitrile (1.75 mmol) and triethylamine (5.25 mmol) in a 0.875 M solution of 1-methyl-2-pyrrolidinone. Microwave reaction mixture for 30 min at 150° C. Partition between ethyl acetate and water, collecting organic phase. Wash aqueous layer again with ethyl acetate and combine organics. Dry with sodium sulfate, filter and concentrate. Purify on preparative HPLC to give the title compound. (9% yield)

후처리

  1. customMicrowave reaction mixture for 30 min at 150° C
  2. customPartition between ethyl acetate and water
  3. customcollecting organic phase
  4. dry with materialDry with sodium sulfate
  5. filtrationfilter
  6. concentrationconcentrate
  7. customPurify on preparative HPLC

출처 및 근거

ORD 기록
ord-bc5f400ac57641de862139b65cf0bb17
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536168B2

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