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

HRID 2366704ノート

反応式

HRID 2366704 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-995025c20d1141aa8318a87c3d8ac9c2
出典データセット
uspto-grants-2014_04
特許番号
US08697873B2

反応ノート

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