Triethylamine → HCID 87555366, 화합물

HRID 869897노트

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HRID 869897 반응식
[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[C:4]([CH3:9])[CH:3]=1.CCN(CC)CC.[F:17][C:18]1([F:33])[O:22][C:21]2[CH:23]=[CH:24][C:25]([C:27]3([C:30](Cl)=[O:31])[CH2:29][CH2:28]3)=[CH:26][C:20]=2[O:19]1>ClCCl>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C:30]([C:27]2([C:25]3[CH:24]=[CH:23][C:21]4[O:22][C:18]([F:33])([F:17])[O:19][C:20]=4[CH:26]=3)[CH2:29][CH2:28]2)=[O:31])[CH:5]=[C:4]([CH3:9])[CH:3]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 198148426-Chloro-4-methylpyridin-2-amineHCID 575168501-(2,2-Difluoro-1,3-benzodioxol-5-yl)cyclopropanecarbonyl chloride

생성물 1

HCID 87555366HCID 87555366, 화합물수율 91%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To a solution of 6-chloro-4-methylpyridin-2-amine (300 mg, 2.1 mmol) and Et3N (1.8 mL, 13 mmol) in dichloromethane (5 mL) was added a solution of 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarbonyl chloride (1.6 g, 6.3 mmol) in dichloromethane (5 mL). The resulting reaction mixture was allowed to stir at room temperature for 18 hours. The reaction mixture was diluted with dichloromethane (10 mL) and was washed with 1N aqueous HCl (1×20 mL) and saturated aqueous NaHCO3 (1×20 mL). The organics were dried over sodium sulfate and evaporated to dryness. The resulting residue was purified by silica gel chromatography eluting with a gradient of 0-70% ethyl acetate in hexane to yield N-(6-chloro-4-methylpyridin-2-yl)-1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamide (700 mg, 91%). ESI-MS m/z calc. 366.1. found 366.9 (M+1)+. Retention time 2.15 minutes.

후처리

  1. customThe resulting reaction mixture
  2. washwas washed with 1N aqueous HCl (1×20 mL) and saturated aqueous NaHCO3 (1×20 mL)
  3. dry with materialThe organics were dried over sodium sulfate
  4. customevaporated to dryness
  5. customThe resulting residue was purified by silica gel chromatography
  6. washeluting with a gradient of 0-70% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-11cbc8f844224e08aaee73f9417066f3
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969386B2

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