2,4-Pentadienoic acid, methyl ester → HCID 69640073, compound

HRID 1245397Notes

Reaction equation

HRID 1245397 reaction equation
[CH3:1][O:2][C:3](=[O:8])[CH:4]=[CH:5][CH:6]=[CH2:7].[CH3:9][C:10]1[CH:19]=[C:18]([CH2:20][O:21][C:22]2[CH:30]=[CH:29][C:25]([CH:26]=[N:27][OH:28])=[CH:24][CH:23]=2)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1>>[CH3:1][O:2][C:3](=[O:8])[CH:4]=[CH:5][CH:6]1[O:28][N:27]=[C:26]([C:25]2[CH:24]=[CH:23][C:22]([O:21][CH2:20][C:18]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[N:11]=[C:10]([CH3:9])[CH:19]=3)=[CH:30][CH:29]=2)[CH2:7]1

Participants

3

Reactant 2

HCID 736882,4-Pentadienoic acid, methyl esterHCID 738530794-(2-Methyl-quinolin-4-ylmethoxy)-benzaldehyde oxime

Product 1

HCID 69640073HCID 69640073, compoundYield 73%

Procedure

Following a procedure analogous to that used in Example step 1c, but using penta-2,4-dienoic acid methyl ester and 4-(2-methyl-quinolin-4-ylmethoxy)-benzaldehyde oxime from step 1b, the crude reaction was partitioned between ethyl acetate and water, and the organic layer was washed with brine, dried over magnesium sulfate, and concentrated to give 3-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-acrylic acid methyl ester (2.57 g, 73%) as a white powder. MS found: (M+H)+=403.

Workup

  1. customthe crude reaction
  2. customwas partitioned between ethyl acetate and water
  3. washthe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-d0507e7b1ec34244903438c05c721aa7
Source dataset
uspto-grants-2006_10
Patent number
US07125870B2

Reaction notes

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