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2-chloro-N,N-dimethylacetamide → HCID 70945201、化合物

HRID 517976
ノート
印刷プレビュー

反応式

HRID 517976 の反応式
FC(F)(F)C(O)=O.[CH3:8][N:9]1[C:17]2[CH:16]=[C:15]([C:18]3[CH:19]=[N:20][C:21]([O:28][CH2:29][CH2:30][CH:31]4[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]4)=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:23]=3)[N:14]=[C:13]([C:37]#[N:38])[C:12]=2[N:11]=[N:10]1.C(N(CC)C(C)C)(C)C.[Cl:48][CH2:49][C:50]([N:52]([CH3:54])[CH3:53])=[O:51]>C(#N)C>[ClH:48].[CH3:8][N:9]1[C:17]2[CH:16]=[C:15]([C:18]3[CH:19]=[N:20][C:21]([O:28][CH2:29][CH2:30][CH:31]4[CH2:36][CH2:35][N:34]([CH2:49][C:50]([N:52]([CH3:54])[CH3:53])=[O:51])[CH2:33][CH2:32]4)=[C:22]([C:24]([F:25])([F:26])[F:27])[CH:23]=3)[N:14]=[C:13]([C:37]#[N:38])[C:12]=2[N:11]=[N:10]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 758862-chloro-N,N-dimethylacetamideHCID 81531DiisopropylethylamineHCID 866733511-methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetate

生成物 1

HCID 70945201HCID 70945201、化合物収率 88.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile
溶媒

反応条件

温度
20 °C

実験手順

To a solution of 1-methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)-pyridin-3-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetate (200 mg) and N,N-diisopropylethylamine (310 μl) in acetonitrile (8 ml), 2-chloro-N,N-dimethylacetamide (77 μl, 91 mg) was added and the mixture stirred at 20° C. for 65 h. The reaction mixture was concentrated. The residue diluted with water (20 ml) and extrated with DCM (50 ml×3), combined DCM layer dried over sodium sulphate and solvent removed under reduced pressure. The residue was then purified by Strata Si column (5 g, dichloromethane:methanol=1:0, 25:1 to 15:1), converted to hydrochloric acid salt using 2N hydrochloric acid in diethyl ether to give 1-methyl-6-(6-(2-(1-(2-dimethylamino-2-oxo-ethyl)piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile hydrochloride (179 mg).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additionThe residue diluted with water (20 ml)
  3. dry with materialdried over sodium sulphate and solvent
  4. customremoved under reduced pressure
  5. customThe residue was then purified by Strata Si column (5 g, dichloromethane:methanol=1:0, 25:1 to 15:1)

出典と根拠

ORDレコード
ord-e04a2a945f564b1db4571999ca5d01d3
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09115126B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート