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Hydrochloric Acid → (2,6-Difluoro-phenyl)-[4-(3-methyl-5-nitro-pyridin-2-yl)-piperazin-1-yl]-methanone

HRID 1993654
ノート
印刷プレビュー

反応式

HRID 1993654 の反応式
C(N(CC)CC)C.[CH3:8][C:9]1[C:10]([N:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)=[N:11][CH:12]=[C:13]([N+:15]([O-:17])=[O:16])[CH:14]=1.Cl.[F:25][C:26]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:27]=1[C:28](Cl)=[O:29]>C(Cl)Cl>[F:25][C:26]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:27]=1[C:28]([N:21]1[CH2:20][CH2:19][N:18]([C:10]2[C:9]([CH3:8])=[CH:14][C:13]([N+:15]([O-:17])=[O:16])=[CH:12][N:11]=2)[CH2:23][CH2:22]1)=[O:29]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8471Triethylamine2 回HCID 874382,6-Difluorobenzoyl chloride2 回HCID 566870601-(3-Methyl-5-nitropyridin-2-yl)piperazine

生成物 1

HCID 68540471(2,6-Difluoro-phenyl)-[4-(3-methyl-5-nitro-pyridin-2-yl)-piperazin-1-yl]-methanone収率 93%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

実験手順

Add triethylamine drop wise (3 equiv) to a suspension of 1-(3-methyl-5-nitro-pyridin-2-yl)-piperazine; hydrochloride (6.91 g, 24.13 mmol) in DCM (120 mL). Add 2,6-difluorobenzoylchloride (1 equiv.) Stir the mixture at room temperature overnight. Add additional 2,6-difluorobenzoylchloride (1.6 mL) and triethylamine (1.5 equiv.) to run reaction to completion. Allow the reaction to stand overnight. Dilute with DCM and extract several times with water. Dry the organic layer over Na2S2O4, filter, and remove solvent under reduced pressure. Wash solid several times with hexane to obtain. 8.08 g of (2,6-difluoro-phenyl)-[4-(3-methyl-5-nitro-pyridin-2-yl)-piperazin-1-yl]-methanone (93% yield). ES+(m/z): 363 [M+1]

後処理

  1. customreaction to completion
  2. customthe reaction
  3. extractionextract several times with water
  4. dry with materialDry the organic layer over Na2S2O4
  5. filtrationfilter
  6. customremove solvent under reduced pressure
  7. washWash solid several times with hexane
  8. customto obtain

出典と根拠

ORDレコード
ord-c7c68840d4b44a3c986f10032370b950
出典データセット
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07652015B2

反応ノート

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