3-(4-Fluorobenzoylmethyl)pyrrolidine → 1-Methyl-3-{2-[3-(4-fluorobenzoylmethyl)pyrrolidin-1-yl]ethyl}-5-methoxyindole

HRID 1941117Notes

Reaction equation

HRID 1941117 reaction equation
[F:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([CH2:8][CH:9]2[CH2:13][CH2:12][NH:11][CH2:10]2)=[O:7])=[CH:4][CH:3]=1.Br[CH2:17][CH2:18][C:19]1[C:27]2[C:22](=[CH:23][CH:24]=[C:25]([O:28][CH3:29])[CH:26]=2)[N:21]([CH3:30])[CH:20]=1>C(C(CC)=O)C>[CH3:30][N:21]1[C:22]2[C:27](=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)[C:19]([CH2:18][CH2:17][N:11]2[CH2:12][CH2:13][CH:9]([CH2:8][C:6](=[O:7])[C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:15][CH:14]=3)[CH2:10]2)=[CH:20]1

Participants

4

Reactant 2

HCID 110850303-(4-Fluorobenzoylmethyl)pyrrolidineHCID 214599183-(2-Bromoethyl)-5-methoxy-1-methyl-1H-indole

Product 1

HCID 99105881-Methyl-3-{2-[3-(4-fluorobenzoylmethyl)pyrrolidin-1-yl]ethyl}-5-methoxyindole

Reagents, catalysts & solvents 1

HCID 7288Ethyl ketoneSolvent

Procedure

Alkylation of 3-(4-fluorobenzoylmethyl)pyrrolidine by the brominated compound obtained in Stage 3 is carded out in diethyl ketone by following the procedure described in Stage 3 of Example 1.

Sources & evidence

ORD record
ord-3e629deee7d94eb6bb359eaf92e7ec87
Source dataset
uspto-grants-1997_12
Patent number
US05703070

Reaction notes

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