Dimethylamine → HCID 12968693, compound

HRID 1003416Notes

Reaction equation

HRID 1003416 reaction equation
[C:1]([C:3]1[C:4](=[O:23])[NH:5][C:6]([C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][C:18]=2[O:19][CH2:20][CH2:21][CH3:22])[C:12]([O:14]C)=O)=[CH:7][CH:8]=1)#[N:2].[CH3:24][NH:25][CH3:26]>>[CH3:24][N:25]([CH3:26])[C:12](=[O:14])[C:11]1[CH:16]=[CH:17][C:18]([O:19][CH2:20][CH2:21][CH3:22])=[C:9]([C:6]2[NH:5][C:4](=[O:23])[C:3]([C:1]#[N:2])=[CH:8][CH:7]=2)[CH:10]=1

Participants

3

Reactant 2

HCID 674DimethylamineHCID 18404753HCID 18404753, compound

Product 1

HCID 12968693HCID 12968693, compound

Procedure

In a similar method to that of Example 16, methyl 3-(3-cyano-1,2-dihydro-2-oxo-6-pyridinyl)-4-propoxybenzoate (2.14 g) was saponified, converted into the acid chloride and treated with dimethylamine to give 2.0 g of a solid. This was combined with a further 0.2 g obtained in a similar manner, and purified by flash chromatography to give 1.9 g of solid m.p. 201-202° C. Recrystallization of part of this gave the title compound, m.p. 214-215° C.

Sources & evidence

ORD record
ord-2c018aa0f7dd4b4596fe0a82aa0701d8
Source dataset
uspto-grants-2000_04
Patent number
US06046216

Reaction notes

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