Triethylamine → HCID 87555366、化合物

HRID 869897ノート

反応式

HRID 869897 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 87555366HCID 87555366、化合物収率 91%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-11cbc8f844224e08aaee73f9417066f3
出典データセット
uspto-grants-2015_03
特許番号
US08969386B2

反応ノート

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