Benzamide → HCID 69835398, compound

HRID 2300588Notes

Reaction equation

Br[CH:2]([CH2:11][CH2:12][CH3:13])[C:3](=O)[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:14]([NH2:22])(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:8]([O:7][C:5](=[O:6])[CH2:4][C:3]1[N:22]=[C:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[O:21][C:2]=1[CH2:11][CH2:12][CH3:13])[CH3:9]

Participants

Reactant 2

HCID 2331Benzamide

HCID 18376269HCID 18376269, compound

Product 1

HCID 69835398HCID 69835398, compound

Procedure

The title compound was prepared (as described above for the preparation of example 1) from ethyl 4-bromo-3-oxo-heptanoate (2.83 g, 11.4 mmol) and 5.51 g (45 mmol) of benzamide to give 820 mg of Intermediate IC: TLC Rf=0.70 (2/1 hexanes/EtOAc); 1H NMR (CDCl3, 300 MHz) δ7.98 (m, 2H), 7.43-7.4 (m, 3H), 4.18 (q, 2H, J=7.2), 3.56 (s, 2H), 2.66 (t, 2H, J=7.5), 1.76-1.68 (m, 2H), 1.27 (t, 3H, J=7.2), 0.99 (t, 3H, J=7.2); low resolution MS (ES+)m/e 274.1 (MH+).

Sources & evidence

ORD record: ord-c6a36e25d53b430ea18c83447dfbfb0c
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06498174B1

Reaction notes

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