3-(1-Ethyl-4,4,6-trimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-4-(2,2,2-trifluoro-ethoxy)-benzaldehyde → 5-[3-(1-Ethyl-4,4,6-trimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-4-(2,2,2-trifluoro-ethoxy)-phenyl]-penta-2,4-dienoic acid

HRID 883074Notes

Reaction equation

HRID 883074 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([CH3:27])=[C:10]([C:13]3[CH:14]=[C:15]([CH:18]=[CH:19][C:20]=3[O:21][CH2:22][C:23]([F:26])([F:25])[F:24])C=O)[CH:11]=2)[C:6]([CH3:29])([CH3:28])[CH2:5][C:4]1=[O:30])[CH3:2].[CH2:31]([CH:33](P(O)(O)=O)/[C:34](/CC)=[C:35](\CC)/[C:36]([O-:38])=[O:37])C>>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([CH3:27])=[C:10]([C:13]3[CH:14]=[C:15]([CH:31]=[CH:33][CH:34]=[CH:35][C:36]([OH:38])=[O:37])[CH:18]=[CH:19][C:20]=3[O:21][CH2:22][C:23]([F:26])([F:24])[F:25])[CH:11]=2)[C:6]([CH3:29])([CH3:28])[CH2:5][C:4]1=[O:30])[CH3:2]

Participants

3

Reactant 2

HCID 579862973-(1-Ethyl-4,4,6-trimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-4-(2,2,2-trifluoro-ethoxy)-benzaldehydeHCID 86585716(E)-2,3-diethyl-4-phosphonohex-2-enoate

Product 1

HCID 766968265-[3-(1-Ethyl-4,4,6-trimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-4-(2,2,2-trifluoro-ethoxy)-phenyl]-penta-2,4-dienoic acid

Procedure

Compound 23 was prepared from Compound 1D using procedures similar to those described for Example 20B and 20C, except using triethyl-4-phosphonocrotonate in step 20B. MS (electrospray): mass calculated for C27H28F3NO4, 487.20; m/z found 488.2 [M+H]+.

Sources & evidence

ORD record
ord-ef4e1e0b524d470eb2ab62127eafe99e
Source dataset
uspto-grants-2012_08
Patent number
US08236819B2

Reaction notes

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