3-Chloropropyl(diethyl)amine → HCID 24955985, 화합물

HRID 607419노트

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HRID 607419 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH3:37])(=[O:36])=[N:9][C:10](=[O:35])[C:11]2[CH:16]=[C:15]([C:17]#[C:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([NH:25][C:26]([C:28]4[N:32]([CH3:33])[N:31]=[C:30]([CH3:34])[CH:29]=4)=[O:27])[CH:20]=3)[CH:14]=[N:13][CH:12]=2)=[CH:4][CH:3]=1.Cl[CH2:39][CH2:40][CH2:41][N:42]([CH2:45]C)[CH2:43]C>O1CCOCC1.CCOC(C)=O>[CH3:43][N:42]([CH3:45])[CH2:41][CH2:40][CH2:39][NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH3:37])(=[O:36])=[N:9][C:10](=[O:35])[C:11]2[CH:16]=[C:15]([C:17]#[C:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([NH:25][C:26]([C:28]4[N:32]([CH3:33])[N:31]=[C:30]([CH3:34])[CH:29]=4)=[O:27])[CH:20]=3)[CH:14]=[N:13][CH:12]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 669183-Chloropropyl(diethyl)amineHCID 57657943HCID 57657943, 화합물

생성물 1

HCID 24955985HCID 24955985, 화합물수율 4%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

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온도
100 °C

실험 절차

N-[(4-{amino}phenyl)(methyl)oxido--sulfanylidene]-5-[(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}phenyl)ethynyl]nicotinamide (0.085 g, 0.168 mmol) was dissolved in dioxane (1.7 mL) then treated with (3-Chloro-propyl)-diethyl-amine (0.047 g, 0.252 mmol) and TEA (0.070 mL, 0.504 mmol). The reaction mixture was then heated to 100° C. for 48 h then cooled to room temperature. The cooled mixture was dissolved in EtOAc (5 mL) and then extracted with water (3×5 mL) and with brine (5 mL). The organic layer was dried over anhydrous Na2SO4(s), filtered and concentrated in vacuo. The crude mixture was purified via column chromatography (gradient eluant mixture of MeOH in EtOAc: 0% to 20% MeOH) to give the title compound (4 mg, 3.5%).

후처리

  1. temperaturethen cooled to room temperature
  2. extractionextracted with water (3×5 mL) and with brine (5 mL)
  3. dry with materialThe organic layer was dried over anhydrous Na2SO4(s)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude mixture was purified via column chromatography (gradient eluant mixture of MeOH in EtOAc: 0% to 20% MeOH)

출처 및 근거

ORD 기록
ord-746de9b0bb2543a890fcb9cf0bc83b9c
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915443B2

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