Ethyl orthopropionate → ethyl 4-(8-ethyl-5,6-dimethyl-7H-imidazo[4,5-c]tetraazolo[1,5-a]pyridin-7-yl)butanoate

HRID 2366704노트

반응식

HRID 2366704 반응식
Cl.N1C=C[CH:5]=[CH:4][CH:3]=1.C(OCC)(OCC)(OCC)CC.[NH2:20][C:21]1[C:22]2[N:23]([N:38]=[N:39][N:40]=2)[C:24]([CH3:37])=[C:25]([CH3:36])[C:26]=1[NH:27][CH2:28][CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32]>C1(C)C=CC=CC=1>[CH2:4]([C:5]1[N:27]([CH2:28][CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])[C:26]2[C:25]([CH3:36])=[C:24]([CH3:37])[N:23]3[N:38]=[N:39][N:40]=[C:22]3[C:21]=2[N:20]=1)[CH3:3]

참가 물질

5

반응물 3

HCID 66995Ethyl orthopropionateHCID 10176127Pyridinium chlorideHCID 57447079Ethyl 4-[(8-amino-5,6-dimethyltetraazolo[1,5-a]pyridin-7-yl)amino]butanoate

생성물 1

HCID 69506826ethyl 4-(8-ethyl-5,6-dimethyl-7H-imidazo[4,5-c]tetraazolo[1,5-a]pyridin-7-yl)butanoate수율 246.1%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

For Examples 42 and 43, pyridine hydrochloride (668 mg, 5.78 mmol) and triethyl orthopropionate (3.4 mL, 17 mmol) were added to a solution of ethyl 4-[(8-amino-5,6-dimethyltetraazolo[1,5-a]pyridin-7-yl)amino]butanoate (4.5 g, 15 mmol) in toluene (100 mL). The reaction and work-up procedure were as described for Examples 40 and 41. The crude product was recrystallized from ethyl acetate:hexane, isolated by filtration, washed with ethyl acetate:hexane, and dried under high vacuum to provide 4.7 g of ethyl 4-(8-ethyl-5,6-dimethyl-7H-imidazo[4,5-c]tetraazolo[1,5-a]pyridin-7-yl)butanoate as off-white crystals.

후처리

  1. customThe reaction
  2. customThe crude product was recrystallized from ethyl acetate
  3. customhexane, isolated by filtration
  4. washwashed with ethyl acetate
  5. dry with materialhexane, and dried under high vacuum

출처 및 근거

ORD 기록
ord-995025c20d1141aa8318a87c3d8ac9c2
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697873B2

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