Triethylamine → 8-methoxy-N,N-dimethyl-2H-chromene-3-carboxamide

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[O:11][CH2:10][C:9]([C:13]([OH:15])=O)=[CH:8]2.P(C#N)(OCC)(OCC)=O.[CH2:26]([N:28](CC)[CH2:29]C)C>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[O:11][CH2:10][C:9]([C:13]([N:28]([CH3:29])[CH3:26])=[O:15])=[CH:8]2

Participants

Reactant 3

HCID 8471Triethylamine

HCID 76257Diethyl cyanophosphonate

HCID 27638908-Methoxy-2H-chromene-3-carboxylic acid

Product 1

HCID 227290798-methoxy-N,N-dimethyl-2H-chromene-3-carboxamide

Procedure

By the reactions in the same manner as in Starting Material Synthesis Example 4 using 8-methoxy-2H-chromene-3-carboxylic acid (8.0 g), triethylamine (14.0 ml) and diethyl cyanophosphate (8.2 ml), the title compound (3.2 g) was obtained as a brown oil.

Sources & evidence

ORD record: ord-ea6a21af4ed74ba093a001245a1039f5
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07196199B2

Reaction notes

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