Benzamide → HCID 54529670, compound

HRID 2300587Notes

Reaction equation

HRID 2300587 reaction equation
Br[CH:2]([CH2:11][CH3:12])[C:3](=O)[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:13]([NH2:21])(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:8]([O:7][C:5](=[O:6])[CH2:4][C:3]1[N:21]=[C:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[O:20][C:2]=1[CH2:11][CH3:12])[CH3:9]

Participants

3

Reactant 2

HCID 2331BenzamideHCID 1278044452851-15-7

Product 1

HCID 54529670HCID 54529670, compoundYield 19.6%

Procedure

The title compound was prepared (as described above for the preparation of example 1) from ethyl 4-bromo-3-oxo-hexanoate (3.32 g, 14 mmol) and 6.79 g (56 mmol) of benzamide to give 710 mg of Intermediate 1B: TLC Rf=0.69 (2/1 hexanes/EtOAc); 1H NMR (CDCl3, 300 MHz) δ7.98 (m, 2H), 7.41 (m, 3H), 4.18 (q, 2H, J=6.9), 3.57 (s, 2H), 2.72 (q, 2H, J=7.5), 1.29-1.24 low resolution MS (ES+)m/e 260.1 (MH+).

Workup

  1. customThe title compound was prepared (

Sources & evidence

ORD record
ord-8ecefb5d82924248a130b88bde4c10f8
Source dataset
uspto-grants-2002_12
Patent number
US06498174B1

Reaction notes

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