Methyl 5-(2-(7-phenylheptanoyl)oxazol-5-yl)thiophene-2-carboxylate → HCID 16110661, compound

HRID 605666Notes

Reaction equation

HRID 605666 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[S: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[S: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 16110718Methyl 5-(2-(7-phenylheptanoyl)oxazol-5-yl)thiophene-2-carboxylate

Product 1

HCID 16110661HCID 16110661, compoundYield 43.5%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound was prepared from methyl 5-(2-(7-phenylheptanoyl)oxazol-5-yl)thiophene-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 (3 mg, 41%): 1H NMR (THF-d8, 500 MHz) δ 7.73 (d, 1H, J=3.5 Hz), 7.72 (s, 1H), 7.55 (d, 1H, J=4.0 Hz), 7.22-7.08 (m, 5H), 3.03 (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 185.1, 164.0, 155.8, 147.0, 141.0, 134.8, 132.7, 132.1, 126.7, 126.5, 124.9, 123.9, 123.3, 37.0, 34.3, 30.0, 27.6, 27.5, 22.2; MALDI-FTMS m/z 384.1272 (M+H+, C21H22NO4S, requires 384.1264).

Sources & evidence

ORD record
ord-f58c7de764fb42c6a7e9ac317f72b846
Source dataset
uspto-grants-2011_03
Patent number
US07915270B2

Reaction notes

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