Methyl 4-pentynoate → 5-{4-[3-(2-Methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-phenyl}-pent-4-ynoic acid methyl ester

HRID 1617555Notes

Reaction equation

HRID 1617555 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([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:4][CH:3]=1.[CH3:26][O:27][C:28](=[O:33])[CH2:29][CH2:30][C:31]#[CH:32]>>[CH3:26][O:27][C:28](=[O:33])[CH2:29][CH2:30][C:31]#[C:32][C:2]1[CH:7]=[CH:6][C:5]([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:4][CH:3]=1

Participants

3

Reactant 2

HCID 543061Methyl 4-pentynoateHCID 666681803-(4-Bromo-phenyl)-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one

Product 1

HCID 670155365-{4-[3-(2-Methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-phenyl}-pent-4-ynoic acid methyl ester

Procedure

In analogy to example 85, step 1, from 3-(4-bromo-phenyl)-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one (example 74, step 5) and pent-4-ynoic acid methyl ester was prepared the title compound as a brown oil, MS (ESI+): m/z=426.2067 ([M+H]+).

Sources & evidence

ORD record
ord-752c864f2c42407c8d29cdc70888c461
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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