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3-Fluorobenzylamine → HCID 86645341, 화합물

HRID 1949158
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HRID 1949158 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][NH2:6].[Cl:10][C:11]1[C:20]([C:21](Cl)=[O:22])=[C:19]([CH3:24])[C:18]2[C:13](=[CH:14][C:15]([C:25]([F:28])([F:27])[F:26])=[CH:16][CH:17]=2)[N:12]=1>O1CCOCC1>[Cl:10][C:11]1[C:20]([C:21]([NH:6][CH2:5][C:4]2[CH:7]=[CH:8][CH:9]=[C:2]([F:1])[CH:3]=2)=[O:22])=[C:19]([CH3:24])[C:18]2[C:13](=[CH:14][C:15]([C:25]([F:26])([F:28])[F:27])=[CH:16][CH:17]=2)[N:12]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 668533-FluorobenzylamineHCID 86645342HCID 86645342, 화합물

생성물 1

HCID 86645341HCID 86645341, 화합물수율 83%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A solution of 2.9 g (23.4 mmol) 3-fluorobenzylamine was added dropwise at RT to a solution of 6.0 g (19.5 mmol) 2-chloro-4-methyl-7-(trifluoromethyl)quinoline-3-carbonyl chloride in dioxane (35 ml). The mixture was then stirred for 60 min at RT and then quenched with water. The reaction solution was extracted with EE and the organic phase was washed with a 1M aqueous NH4Cl solution and brine, dried over MgSO4, filtered and concentrated to small volume under vacuum. Crystallisation of the residue (EE) yielded 6.4 g (16.1 mmol, 83%) 2-chloro-N-[(3-fluorophenyl)-methyl]-4-methyl-7-(trifluoromethyl)-quinoline-3-carboxamide.

후처리

  1. customquenched with water
  2. extractionThe reaction solution was extracted with EE
  3. washthe organic phase was washed with a 1M aqueous NH4Cl solution and brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated to small volume under vacuum
  7. customCrystallisation of the residue (EE)

출처 및 근거

ORD 기록
ord-da3350f63a4d4c50a970728c79372f0b
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08399673B2

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