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

HRID 42173노트

반응식

HRID 42173 반응식
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

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 11130Triethylamine hydrochlorideHCID 27342192-Methylpiperazine, (S)-HCID 51520946-Chloro-3-pyridinecarbonitrile

생성물 1

HCID 44186249(S)-6-(3-Methylpiperazin-1-yl)nicotinonitrile수율 69.2%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

Triethylamine (4.13 g, 3 mL, 40.8 mmol, 4 eq) is added to a solution of 6-chloro-nicotinonitrile (1.38 g, 10 mmol, 1 eq), (S)-2-methyl-piperazine (1.00 g, 10 mmol, 1 eq) in DMF (15 mL), and the resulting solution is stirred at rt for 14 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 (1.4 g, 69%).

후처리

  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

출처 및 근거

ORD 기록
ord-7373e526e63343878cd0b20258e7f221
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536168B2

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