4-Fluorobenzamide → HCID 18376275, compound

HRID 2300595Notes

Reaction equation

HRID 2300595 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][CH:3]=1.Br[CH:12]([CH2:20][CH3:21])[C:13](=O)[C:14]([O:16]CC)=[O:15]>>[CH2:20]([C:12]1[O:7][C:6]([C:5]2[CH:9]=[CH:10][C:2]([F:1])=[CH:3][CH:4]=2)=[N:8][C:13]=1[C:14]([OH:16])=[O:15])[CH3:21]

Participants

3

Reactant 2

HCID 715724-FluorobenzamideHCID 14740334Ethyl 3-bromo-2-oxopentanoate

Product 1

HCID 18376275HCID 18376275, compound

Procedure

The title compound was prepared from 6.5 9 of 4-fluorobenzamide and 6.08 g of ethyl 3-bromo-2-oxo-pentanoate (as described in example 2B) to give 1.55 g (22%) of intermediate 3C as a solid: 1H NMR (CDCl3, 300 MHz) δ8.12-8.08 (m, 2H), 7.23-7.17 (m, 2H), 3.19 (q, 2H, J=7.5), 1.40 (t, 3H, J=7.5).

Sources & evidence

ORD record
ord-a22074afa27441939437663813211509
Source dataset
uspto-grants-2002_12
Patent number
US06498174B1

Reaction notes

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