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

HRID 42175

反応式

HRID 42175 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-bc5f400ac57641de862139b65cf0bb17
出典データセット
uspto-grants-2013_09
特許番号
US08536168B2

関連ノート

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