2-Bromo-1-(4-fluorophenyl)ethan-1-one → HCID 15390832, compound

HRID 586620Notes

Reaction equation

HRID 586620 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=1)=O.C([O-])(O)=O.[Na+].[CH2:17]([C:24]1[NH:25][CH2:26][CH2:27][CH:28]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(O)C>[F:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[C:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:24]3[N:25]([CH2:26][CH2:27][CH2:28]3)[CH:2]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 967492-Bromo-1-(4-fluorophenyl)ethan-1-oneHCID 516892Sodium BicarbonateHCID 128051155-Benzyl-2,3-dihydro-1H-pyrrole

Product 1

HCID 15390832HCID 15390832, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

According to the procedure of Laufer et al. (J. Med. Chem. 1994, 37, 1894-1897), first 2-bromo-1-(4-fluorophenyl)ethanone (10.8 g, 0.05 mol) in portions and then NaHCO3 (5.0 g, 0.06 mol) are added to a solution of 2-benzylpyrroline (Example 1a, 15 g, 80%, 0.075 mol) in ethanol (150 ml) in a round-bottomed flask. The reaction mixture is stirred for 24-60 h with exclusion of light; during this time the temperature of the solution is kept between 30-40° C.

Workup

  1. customis kept between 30-40° C.

Sources & evidence

ORD record
ord-87ab5c0c94804f30bfbb78c853876fcd
Source dataset
uspto-grants-2005_08
Patent number
US06936632B2

Reaction notes

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