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Hydrochloric Acid → HCID 44515369、化合物

HRID 452864
ノート
印刷プレビュー

反応式

HRID 452864 の反応式
F[C:2](F)(F)[C:3]([OH:5])=[O:4].[C:8]1([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH:13]=[CH:12][C:11]([N:14]2[C:18]3=[N:19][CH:20]=C(C#N)[CH:22]=[C:17]3[C:16]3([CH2:29][CH2:28][N:27]([CH2:30][C:31]4[C:36]([CH3:37])=[CH:35][CH:34]=[CH:33][N:32]=4)[CH2:26][CH2:25]3)[C:15]2=[O:38])=[CH:10][CH:9]=1.S(=O)(=O)(O)O.[OH-].[Li+].Cl>O.C1COCC1.C(O)C>[C:8]1([C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=2)[CH:9]=[CH:10][C:11]([N:14]2[C:18]3=[N:19][CH:20]=[C:2]([C:3]([OH:5])=[O:4])[CH:22]=[C:17]3[C:16]3([CH2:29][CH2:28][N:27]([CH2:30][C:31]4[C:36]([CH3:37])=[CH:35][CH:34]=[CH:33][N:32]=4)[CH2:26][CH2:25]3)[C:15]2=[O:38])=[CH:12][CH:13]=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

9

反応物 5

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 3939Lithium HydroxideHCID 6422Trifluoroacetic acidHCID 44515072HCID 44515072、化合物

生成物 1

HCID 44515369HCID 44515369、化合物

試薬・触媒・溶媒 3

HCID 702
Ethanol
溶媒
HCID 962Water溶媒
HCID 8028Tetrahydrofuran溶媒

反応条件

温度
100 °C

実験手順

The title compound of Example 4, 1′-biphenyl-4-yl-1-[(3-methylpyridin-2-yl)methyl]-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-b]pyridine]-5′-carbonitrile, (1 mmol) was combined with anhydrous ethanol (10 mL) and neat sulfuric acid (1 mL) was added drop wise to the solution over 2 minutes. The resulting mixture is heated in a sealed tube to 100° C., allowed to cool to room temperature and combined with ice water. The resulting mixture was extracted with methylene chloride, dried and concentrated. The crude oil is combined with THF (10 mL), water (5 mL) and lithium hydroxide (20 mmol) and heated to 50° C. for 5 h, acidified with 1 m HCl, concentrated and purified by preparative reverse phase HPLC (method C), which provided the title compound, isolated as a salt of trifluoroacetic acid.

後処理

  1. additionwas added drop wise to the solution over 2 minutes
  2. temperatureto cool to room temperature
  3. extractionThe resulting mixture was extracted with methylene chloride
  4. customdried
  5. concentrationconcentrated
  6. temperatureheated to 50° C. for 5 h
  7. concentrationconcentrated
  8. custompurified by preparative reverse phase HPLC (method C), which

出典と根拠

ORDレコード
ord-4e8d83727b564344b065fe9ccc2574bc
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08492398B2

反応ノート

読み込み中…

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