4-Fluorobenzamide → HCID 18376381, compound
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]([CH2:21][CH3:22])[C:13](=O)[CH2:14][C:15]([O:17]CC)=[O:16]>>[CH2:21]([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[CH2:14][C:15]([OH:17])=[O:16])[CH3:22]Participants
3
Procedure
The title compound was prepared from 5 g of 4-fluorobenzamide and 5.67 g of ethyl 4-bromo-3-oxo-hexanoate as described in example 2B to give 1.8 grams of intermediate 3B as a solid: 1H NMR (CDCl3, 300 MHz) δ7.96 (dd, 2H, J=8.8, 5.3), 7.11 (t, 2H, J=8.6), 3.61 (s, 2H), 2.69 (q, 2H, J=7.5), 1.27 (t, 3H, J=7.5).
Sources & evidence
- ORD record
- ord-40becac8d83848baad7d0fea32f075ff
- Source dataset
- uspto-grants-2002_12
- Patent number
- US06498174B1
Reaction notes
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