HCID 16110638, compound → HCID 16110699, compound

HRID 605630Notes

Reaction equation

HRID 605630 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:21]=[C:22]([CH:27]=[CH:28][CH:29]=3)[C:23]([O:25]C)=[O:24])=[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]=[C:22]([CH:27]=[CH:28][CH:29]=3)[C:23]([OH:25])=[O:24])=[CH:18][N:19]=2)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 16110638HCID 16110638, compound

Product 1

HCID 16110699HCID 16110699, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared from methyl 3-(2-(7-phenylheptanoyl)oxazol-5-yl)benzoate (29 mg, 0.074 mmol) following General Procedure E. Preparative thin layer chromatography (EtOAc) yielded the title compound as a white solid (22 mg, 79%): 1H NMR (THF-d8, 500 MHz) δ 8.55 (s, 1H), 8.16 (d, 1H, J=7.5 Hz), 8.09 (d, 1H, J=8.0 Hz), 7.88 (s, 1H), 7.66 (t, 1H, J=8.0 Hz), 7.32-7.29 (m, 2H), 7.25-7.24 (m, 2H), 7.20-7.18 (m, 1H), 3.15 (t, 2H, J=7.0 Hz), 2.70 (t, 2H, J=7.5 Hz), 1.84-1.81 (m, 2H), 1.77-1.71 (m, 2H), 1.54-1.49 (m, 4H); 13C NMR (THF-d8, 125 MHz) δ 187.2, 166.9, 158.0, 153.4, 142.9, 133.1, 130.9, 129.4, 128.9, 128.5, 128.4, 127.8, 126.4, 125.7, 124.8, 38.9, 36.1, 31.8, 29.4, 29.4, 24.2; MALDI-FTMS m/z 378.1699 (M+H+, C23H24NO4, requires 378.1700).

Sources & evidence

ORD record
ord-5d6a8ca4f1844ab4bf0eaf4bace112da
Source dataset
uspto-grants-2011_03
Patent number
US07915270B2

Reaction notes

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