HCID 16110644, compound → HCID 16110704, compound

HRID 605631Notes

Reaction equation

HRID 605631 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([C:15]2[O:16][C:17]([C:20]3[CH:29]=[CH:28][C:23]([C:24]([O:26]C)=[O:25])=[CH:22][CH:21]=3)=[CH:18][N:19]=2)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CCOC(C)=O>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([C:15]2[O:16][C:17]([C:20]3[CH:21]=[CH:22][C:23]([C:24]([OH:26])=[O:25])=[CH:28][CH:29]=3)=[CH:18][N:19]=2)=[O:14])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 16110644HCID 16110644, compound

Product 1

HCID 16110704HCID 16110704, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared from methyl 4-(2-(7-phenylheptanoyl)oxazol-5-yl)benzoate (10 mg, 0.026 mmol) following General Procedure E. Preparative thin layer chromatography (EtOAc) yielded the title compound as a white solid (8 mg, 83%): 1H NMR (THF-d8, 500 MHz) δ 8.21 (d, 2H, J=8.5 Hz), 8.00 (d, 2H, J=8.5 Hz), 7.90 (s, 1H), 7.32-7.18 (m, 5H), 3.15 (t, 2H, J=7.5 Hz), 2.70 (t, 2H, J=7.5 Hz), 1.80-1.71 (m, 2H), 1.52-1.50 (m, 2H), 1.44-1.38 (m, 4H); 13C NMR (THF-d8, 500 MHz) δ 187.3, 165.4, 158.2, 153.2, 142.9, 132.2, 131.1, 130.7, 128.5, 128.4, 126.9, 125.7, 125.1, 38.9, 36.1, 31.6, 31.6, 29.4, 24.1; MALDI-FTMS m/z 378.1697 (M+H+, C23H24NO4, requires 378.1700).

Sources & evidence

ORD record
ord-0f233c32272b43e0bac317a2813c9ef3
Source dataset
uspto-grants-2011_03
Patent number
US07915270B2

Reaction notes

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