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Triethylamine → 4-(1-((2-Chloropyridin-3-yl)carbonyl)-4-hydroxypiperidin-4-yl)benzonitrile

HRID 717293
ノート
印刷プレビュー

反応式

HRID 717293 の反応式
[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.Cl.C([C:14]1[CH:27]=[CH:26][C:17]([CH2:18][C:19]2([OH:25])[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)=C[CH:15]=1)#N.[CH3:28][N:29](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C.O>[Cl:1][C:2]1[C:3]([C:4]([N:22]2[CH2:21][CH2:20][C:19]([C:18]3[CH:15]=[CH:14][C:27]([C:28]#[N:29])=[CH:26][CH:17]=3)([OH:25])[CH2:24][CH2:23]2)=[O:6])=[CH:7][CH:8]=[CH:9][N:10]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 762582-Chloronicotinic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 866808464-(4-Cyanobenzyl)-4-hydroxypiperidine hydrochloride

生成物 1

HCID 866808604-(1-((2-Chloropyridin-3-yl)carbonyl)-4-hydroxypiperidin-4-yl)benzonitrile収率 104%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A suspension of 2-chloronicotinic acid (0.20 g), 4-(4-cyanobenzyl)-4-hydroxypiperidine hydrochloride (0.32 g), HATU (0.72 g) and triethylamine (0.89 mL) in DMF (4.0 mL) was stirred overnight at room temperature. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and filtered through basic silica gel. The filtrate was concentrated under reduced pressure to give the title compound (0.45 g).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered through basic silica gel
  5. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-8f9c9a854d40472e938e2ca389e32e74
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09193709B2

反応ノート

読み込み中…

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