Triethylamine → (R)-6-(3-Methylpiperazin-1-yl)nicotinonitrile

HRID 42174

反応式

HRID 42174 の反応式
C(N(CC)CC)C.Cl[C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][N:10]=1.[CH3:17][C@@H:18]1[CH2:23][NH:22][CH2:21][CH2:20][NH:19]1.Cl.C(N(CC)CC)C>CN(C=O)C.CCOC(C)=O.O>[CH3:17][C@H:18]1[NH:19][CH2:20][CH2:21][N:22]([C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][N:10]=2)[CH2:23]1

参加物

8

反応物 4

HCID 8471TriethylamineHCID 11130Triethylamine hydrochlorideHCID 51520946-Chloro-3-pyridinecarbonitrileHCID 73304342-Methylpiperazine, (R)-

生成物 1

HCID 44186481(R)-6-(3-Methylpiperazin-1-yl)nicotinonitrile収率 59%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Triethylamine (5.51 g, 4 mL, 54.6 mmol, 2.7 eq) is added to a solution of 6-chloro-nicotinonitrile (2.76 g, 20 mmol, 1 eq), (R)-2-methyl-piperazine (2.00 g, 20 mmol, 1 eq) in DMF (15 mL), and the resulting solution is stirred at rt for 36 h. A white precipitate of triethylamine hydrochloride forms in the course of the reaction. Water (15 mL) and EtOAc (100 mL) are added, the organic layer is separated, dried over sodium sulfate and concentrated under reduced pressure to a white residue. The solid is further dried under high vacuum to yield the desired product as a white solid (2.3 g, 59%).

後処理

  1. customthe organic layer is separated
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated under reduced pressure to a white residue
  4. customThe solid is further dried under high vacuum

出典と根拠

ORDレコード
ord-60167e6f1e81401bbd6452b0dc756490
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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