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Bromoacetonitrile → HCID 86715536, 화합물

HRID 2284627
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HRID 2284627 반응식
[Br:1][C:2]1[N:7]=[N:6][C:5](/[N:8]=[CH:9]/N(C)C)=[CH:4][CH:3]=1.Br[CH2:14][C:15]#[N:16].C([O-])(O)=O.[Na+]>CC(O)C.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:14]([C:15]#[N:16])=[CH:9][N:8]=2)[N:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 11534BromoacetonitrileHCID 516892Sodium BicarbonateHCID 178484240HCID 178484240, 화합물

생성물 1

HCID 86715536HCID 86715536, 화합물수율 53.5%

시약·촉매·용매 2

HCID 962Water용매HCID 3776Isopropanol용매

실험 절차

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트

(E)-N′-(6-Bromopyridazin-3-yl)-N,N-dimethylformimidamide (2.5 g, 10.9 mmol), bromoacetonitrile (3.92 g, 32.7 mmol) and NaHCO3 (1.8 g, 21.8 mmol) in i-PrOH (15 mL) were heated at 75° C. for 8 h while stirring the contents. Subsequently, the dark reaction mixture was diluted with water and the resulting solid was collected by filtration. The solid was purified by flash chromatography (Combiflash® companion System® with RediSep® silica gel column 40 g and 15-30-50% EtOAC/hexanes as an eluting solvent) to obtain 1.3 g of 6-bromoimidazo[1,2-b]pyridazine-3-carbonitrile. 1H NMR (300 MHz, DMSO-d6) δ 8.58 (s, 1H), 8.33 (d, J=9.5 Hz, 1H), 7.77 (d, J=9.5 Hz, 1H).

후처리

  1. customSubsequently, the dark reaction mixture
  2. filtrationthe resulting solid was collected by filtration
  3. customThe solid was purified by flash chromatography (Combiflash® companion System® with RediSep® silica gel column 40 g and 15-30-50% EtOAC/hexanes as an eluting solvent)

출처 및 근거

ORD 기록
ord-87e7f633f8ad421e9418254f49f4d91b
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09145433B2

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