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Acetic Acid → HCID 178475035, 화합물

HRID 1269815
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HRID 1269815 반응식
[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
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참가 물질

9

반응물 6

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

생성물 1

HCID 178475035
HCID 178475035, 화합물
수율 82%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-0762614cb4b345f4a97f453b98dedc1f
출처 데이터셋
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07199147B2

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