Ethyl cyanoacetate → Cyano-{3-[3-(2-methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-phenyl}-acetic acid ethyl ester

HRID 1617545Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]([CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][N:15]=[C:14]([CH3:18])[CH:13]=2)=[O:11])[CH:5]=[CH:6][CH:7]=1.[C:26]([CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])#[N:27]>>[CH2:32]([O:31][C:29](=[O:30])[CH:28]([C:26]#[N:27])[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][N:15]=[C:14]([CH3:18])[CH:13]=2)=[O:11])[CH:3]=1)[CH3:33]

Participants

Reactant 2

HCID 7764Ethyl cyanoacetate

HCID 67015516HCID 67015516, compound

Product 1

HCID 66666121Cyano-{3-[3-(2-methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-phenyl}-acetic acid ethyl ester

Procedure

In analogy to example 80, step 1, from 3-(3-bromo-phenyl)-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one (example 98, step 5) and ethyl cyanoacetate was prepared the title compound as a light yellow oil, MS (ESI+): m/z=427.2 ([M+H]+).

Sources & evidence

ORD record: ord-182ce502e71343188b4d91d17e391a20
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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