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Acetic Acid → HCID 178475035、化合物

HRID 1269815
ノート
印刷プレビュー

反応式

HRID 1269815 の反応式
[C:1]([OH:4])(=O)[CH3:2].C(N(CC)CC)C.ON1C2C=CC=CC=2N=N1.Cl.C(N=C=NCCCN(C)C)C.[NH:34]1[C:42]2[C:37](=[CH:38][C:39]([O:43][C@H:44]3[CH2:49][CH2:48][C@H:47]([NH2:50])[CH2:46][CH2:45]3)=[CH:40][CH:41]=2)[CH:36]=[N:35]1.[OH-].[Li+]>CN(C)C=O.O>[NH:34]1[C:42]2[C:37](=[CH:38][C:39]([O:43][C@H:44]3[CH2:49][CH2:48][C@H:47]([NH:50][C:1](=[O:4])[CH3:2])[CH2:46][CH2:45]3)=[CH:40][CH:41]=2)[CH:36]=[N:35]1
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 6

HCID 176Acetic AcidHCID 3939Lithium HydroxideHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 178511699HCID 178511699、化合物

生成物 1

HCID 178475035
HCID 178475035、化合物
収率 82%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Acetic acid (0.033 g, 0.58 mmol), triethylamine (0.12 ml, 0.86 mmol), 1-hydroxybenztriazole (0.088 g, 0.65 mmol) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide monohydrochloride (0.124 g, 0.65 mmol) were added to a solution of the trans-4-(1H-indazol-5-yloxy)cyclohexanamine (0.100 g, 0.44 mmol) obtained in Example 384 in N,N-dimethylformamide (5 ml) and stirred overnight. A 2N-aqueous lithium hydroxide solution (2 ml) was added thereto and stirred for some time, and the resulting mixture was added to water and extracted three times with toluene/ethyl acetate=1/1. The organic layer was washed with water and a saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the solid precipitated was suspended in a hexane/ethyl acetate mixed solvent and stirred to be washed. The solid was collected by filtration and dried under reduced pressure to obtain trans-N-[4-(1H-indazol-5-yloxy)cyclohexyl]acetamide (0.097 g, 82%).

後処理

  1. stirringstirred for some time
  2. extractionextracted three times with toluene/ethyl acetate=1/1
  3. washThe organic layer was washed with water
  4. dry with materiala saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customthe solid precipitated
  7. stirringstirred
  8. washto be washed
  9. filtrationThe solid was collected by filtration
  10. customdried under reduced pressure

出典と根拠

ORDレコード
ord-0762614cb4b345f4a97f453b98dedc1f
出典データセット
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07199147B2

反応ノート

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