Ethyl 2-benzoyl-3-ethoxyacrylate → HCID 178471943, compound

HRID 497952

Reaction equation

HRID 497952 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([NH2:7])[N:4]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH2:15][CH3:16])[N:9]=2)[N:3]=1.N/C(=C\C)/C#N.C(OC1N=C(NN)C=CC=1)C.[C:34]([C:42](=[CH:48]OCC)[C:43]([O:45][CH2:46][CH3:47])=[O:44])(=[O:41])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>>[C:34]([C:42](=[CH:48][NH:7][C:5]1[N:4]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH2:15][CH3:16])[N:9]=2)[N:3]=[C:2]([CH3:1])[CH:6]=1)[C:43]([O:45][CH2:46][CH3:47])=[O:44])(=[O:41])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

5

Reactant 4

HCID 98006Ethyl 2-benzoyl-3-ethoxyacrylateHCID 223203396-Ethoxy-2-hydrazinopyridineHCID 223203581-(6-ethoxy-2-pyridinyl)-3-methyl-1H-pyrazol-5-ylamineHCID 86589747Aminocrotononitrile

Product 1

HCID 178471943HCID 178471943, compound

Procedure

Following the procedure described in Reference Example 1-1, 3-methyl-1-(6-ethoxy-2-pyridinyl)-1H-pyrazol-5-amine was prepared from aminocrotononitrile and 6-ethoxy-2-hydrazinopyridine. Following the procedure described in Reference Example 1-2, the compound was subjected to a reaction with ethyl 2-benzoyl-3-ethoxy-2-propenoate to give ethyl 2-benzoyl-3-[[3-methyl-1-(6-ethoxy-2-pyridinyl)-1H-pyrazol-5-yl]amino)-2-propenoate. The compound was treated following the method described in Example 1-4 to give the title compound (35% cyclization yield).

Sources & evidence

ORD record
ord-09d21879ef4e418a985dbeccb7eb4c1e
Source dataset
uspto-grants-2005_09
Patent number
US06949648B2

Linked notes

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