Ethanol → Milrinone

HRID 67946

Reaction equation

HRID 67946 reaction equation
[CH3:1][C:2]([CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)=O.C(O[CH:14]=[C:15]([C:18]#[N:19])[C:16]#[N:17])C.C([OH:22])C>>[CH3:1][C:2]1[NH:17][C:16](=[O:22])[C:15](=[CH:14][C:4]=1[C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)[C:18]#[N:19]

Participants

4

Procedure

The invention resides in the process which comprises reacting pyridinylmethyl methyl ketone with ethoxymethylenemalononitrile in a lower-alkanol to produce 1,2-dihydro-6-methyl-2-oxo-5-(pyridinyl)nicotinonitrile, where pyridinyl is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents. In a preferred embodiment 4(or 3)-pyridinylmethyl methyl ketone and ethoxymethylenemalononitrile are heated in ethanol to produce 1,2-dihydro-6-methyl-2-oxo-5-[4(or 3)-pyridinyl]nicotinonitrile. In a particularly preferred embodiment 4-pyridinylmethyl methyl ketone and ethoxymethylenemalononitrile are heated in refluxing ethanol to produce 1,2-dihydro-6-methyl-2-oxo-5-(4-pyridinyl)nicotinonitrile.

Sources & evidence

ORD record
ord-e15f3a42963a45388e52153e7d875882
Source dataset
uspto-grants-1982_08
Patent number
US04347363

Linked notes

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