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Ethylamine hydrochloride → HCID 56846699, 화합물

HRID 1260701
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인쇄 미리보기

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HRID 1260701 반응식
Cl[C:2]1[C:11]([C:12]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=2)=[O:13])=[C:10]([CH3:23])[C:9]2[C:4](=[CH:5][C:6]([C:24]([F:27])([F:26])[F:25])=[CH:7][CH:8]=2)[N:3]=1.Cl.[CH2:29]([NH2:31])[CH3:30].CCN(C(C)C)C(C)C.[OH-].[Na+]>CCOC(C)=O.CC#N>[CH2:29]([NH:31][C:2]1[C:11]([C:12]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=2)=[O:13])=[C:10]([CH3:23])[C:9]2[C:4](=[CH:5][C:6]([C:24]([F:27])([F:26])[F:25])=[CH:7][CH:8]=2)[N:3]=1)[CH3:30]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 11198Ethylamine hydrochlorideHCID 14798Sodium HydroxideHCID 81531DiisopropylethylamineHCID 86645341HCID 86645341, 화합물

생성물 1

HCID 56846699HCID 56846699, 화합물수율 83.3%

시약·촉매·용매 2

HCID 6342Acetonitrile용매
HCID 8857
Ethyl Acetate
용매

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온도
180 °C

실험 절차

A mixture of 238 mg (0.6 mmol) 2-chloro-N-(3-fluorobenzyl)-4-methyl-7-(trifluoromethyl)quinoline-3-carboxylic acid amide, 146 mg (1.8 mmol) ethylamine hydrochloride, 469 μl (2.7 mmol) DIPEA and MeCN (1,6 ml) was heated in a sealed vessel with microwave radiation to 180° C. for 2 h. After cooling to RT, dilution was carried out with EtOAc (30 ml) and a 2M aq. NaOH sol. (5 ml). The organic phase was then separated, washed with water and brine, dried over MgSO4 and concentrated in a vacuum. After column chromatographic separation (silica gel, EtOAc/hexane 3:7) of the residue, 188 mg (0.5 mmol, 77%) 2-ethylamino-N-[(3-fluorophenyl)-methyl]-4-methyl-7-(trifluoromethyl)-quinoline-3-carboxylic acid amide (example 1) was obtained. MS: m/z 406.1 [M+H]+.

후처리

  1. temperatureAfter cooling to RT
  2. customThe organic phase was then separated
  3. washwashed with water and brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in a vacuum
  6. customAfter column chromatographic separation (silica gel, EtOAc/hexane 3:7) of the residue

출처 및 근거

ORD 기록
ord-9ea9c2793e614d2f908b293470152418
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08470852B2

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