HCID 16110660, compound → HCID 16110717, compound

HRID 605664Notes

Reaction equation

HRID 605664 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[O:24][C:23]([C:25]([O:27]C)=[O:26])=[CH:22][CH:21]=3)=[CH:18][N:19]=2)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.C(Cl)Cl>[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[O:24][C:23]([C:25]([OH:27])=[O:26])=[CH:22][CH:21]=3)=[CH:18][N:19]=2)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 16110660HCID 16110660, compound

Product 1

HCID 16110717HCID 16110717, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound was prepared from methyl 5-(2-(7-phenylheptanoyl)oxazol-5-yl)furan-2-carboxylate (7 mg, 0.018 mmol) following General Procedure E. Preparative thin layer chromatography (10% MeOH/CH2Cl2) yielded the title compound as a white solid (6 mg, 85%): 1H NMR (THF-d8, 500 MHz) δ 7.68 (s, 1H), 7.27 (d, 1H, J=3.5 Hz), 7.22-7.07 (m, 5H), 7.04 (d, 1H, J=4.0 Hz), 3.05 (t, 2H, J=7.0 Hz), 2.60 (t, 2H, J=7.5 Hz), 1.73-1.71 (m, 2H), 1.65-1.61 (m, 2H), 1.42-1.40 (m, 4H); 13C NMR NMR (THF-d8, 125 MHz) δ 187.6, 164.6, 158.3, 146.2, 145.8, 143.5, 129.1, 128.9, 128.9, 126.3, 126.0, 119.7, 111.7, 39.6, 36.7, 32.4, 30.0, 30.0, 24.6; MALDI-FTMS m/z 368.1501 (M+H+, C21H22NO5, requires 368.1492).

Sources & evidence

ORD record
ord-c0e54ba77b1f4b589753f953785aa67f
Source dataset
uspto-grants-2011_03
Patent number
US07915270B2

Reaction notes

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