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Dichloromethane → 6-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

HRID 2079526
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HRID 2079526 반응식
[NH2:1][C:2]1[C:3]([C:11]#[N:12])=[N:4][C:5]([Cl:10])=[CH:6][C:7]=1[NH:8][CH3:9].[CH2:13](Cl)Cl>C(O)(=O)C.C(OCC)(OCC)OCC.C(OCC)(=O)C>[Cl:10][C:5]1[N:4]=[C:3]([C:11]#[N:12])[C:2]2[N:1]=[CH:9][N:8]([CH3:13])[C:7]=2[CH:6]=1
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참가 물질

6

반응물 2

HCID 6344DichloromethaneHCID 576575713-Amino-6-chloro-4-methylamino-pyridine-2-carbonitrile

생성물 1

HCID 576575346-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 8857Ethyl Acetate용매HCID 31214Ethyl orthoformate
용매

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온도
150 °C

실험 절차

The suspension of 3-amino-6-chloro-4-methylamino-pyridine-2-carbonitrile (1.8 g) in DCM (5 ml), acetic acid (1.5 ml) and triethyl orthoformate (10 ml) was heated in microwave at 150° C. for 30 minutes. The mixture was then diluted with ethyl acetate (200 ml), washed with 10% sodium carbonate (100 ml), dried over sodium sulphate, solvent removed under reduced pressure, DCM (5 ml) was then added to the residue, some product crashed out and collected by filtration (0.5 g), the rest was then columned on silica gel using ethyl acetate-heptane (55:45) as eluant to give another 0.8 g expected product (a total of 1.3 g product).

후처리

  1. washwashed with 10% sodium carbonate (100 ml)
  2. dry with materialdried over sodium sulphate, solvent
  3. customremoved under reduced pressure, DCM (5 ml)
  4. additionwas then added to the residue
  5. filtrationcollected by filtration (0.5 g)

출처 및 근거

ORD 기록
ord-9cb56772444849cc84a05a4b26c7e5b7
출처 데이터셋
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07932251B2

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