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2,6-Lutidine → (7-Pyridin-3-yl-imidazo[1,2-a]pyridin-2-yl)-carbamic acid ethyl ester

HRID 229356
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HRID 229356 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.Cl[CH2:9][C:10]([NH:12][C:13](=[O:17])[O:14][CH2:15][CH3:16])=O.[N:18]1[C:23](C)=[CH:22][CH:21]=[CH:20][C:19]=1C>CN1CCN(C)C1=O.CCOC(C)=O>[CH2:15]([O:14][C:13](=[O:17])[NH:12][C:10]1[N:1]=[C:2]2[CH:7]=[C:6]([C:20]3[CH:19]=[N:18][CH:23]=[CH:22][CH:21]=3)[CH:5]=[CH:4][N:3]2[CH:9]=1)[CH3:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 79372,6-LutidineHCID 104392-AminopyridineHCID 233830Ethyl (2-chloroacetyl)carbamate

생성물 1

HCID 11369557(7-Pyridin-3-yl-imidazo[1,2-a]pyridin-2-yl)-carbamic acid ethyl ester

시약·촉매·용매 2

HCID 66611,3-Dimethyl-2-imidazolidinone용매HCID 8857Ethyl Acetate
용매

실험 절차

A solution of aminopyridine (3) (0.94 g, 5.49 mmol), ethyl chloroacetylcarbamate (1.09 g, 6.58 mmol) and 2,6-lutidine (0.76 mL, 6.58 mmol) in 1,3-dimethyl-2-imidazolidinone (6 mL) was warmed under nitrogen at 110° C. for 4.5 hours. The mixture was diluted with EtOAc and washed with water (6 times), then adsorbed onto silica by removal of solvent in vacuo. The product was chromatographed on silica. Elution with EtOAc gave foreruns, while MeOH/EtOAc (2:23) eluted product (79 mg, 5%) as a solid, mp 248-252° C. (decomposed).

후처리

  1. washwashed with water (6 times)
  2. customadsorbed onto silica by removal of solvent in vacuo
  3. customThe product was chromatographed on silica
  4. washElution with EtOAc
  5. customgave foreruns
  6. washwhile MeOH/EtOAc (2:23) eluted product (79 mg, 5%) as a solid, mp 248-252° C. (decomposed)

출처 및 근거

ORD 기록
ord-f469de72a1b04053ad0ec9cf9f4a3816
출처 데이터셋
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07563788B2

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