Pyrrolidine → 2-[(3-Bromo-4-fluoro-phenyl)-pyrrolidin-1-yl-methyl]-1-(4-fluoro-phenyl)-1H-pyrrole

HRID 1796938Notes

Reaction equation

HRID 1796938 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][CH:10]=[CH:9]2)=[CH:4][CH:3]=1.[Cl-].[Br:14][C:15]1[CH:16]=[C:17]([CH:24]=[CH:25][C:26]=1[F:27])[CH:18]=[N+:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1.BrC1C=C(C=CC=1F)C=O.N1CCCC1>>[Br:14][C:15]1[CH:16]=[C:17]([CH:18]([N:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)[C:9]2[N:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[CH:12]=[CH:11][CH:10]=2)[CH:24]=[CH:25][C:26]=1[F:27]

Participants

5

Reactant 4

HCID 31268PyrrolidineHCID 1736043-Bromo-4-fluorobenzaldehydeHCID 727844N-(4-fluorophenyl)pyrroleHCID 179122941-(3-Bromo-4-fluoro-benzylidene)-pyrrolidinium chloride

Product 1

HCID 101801972-[(3-Bromo-4-fluoro-phenyl)-pyrrolidin-1-yl-methyl]-1-(4-fluoro-phenyl)-1H-pyrrole

Procedure

The preparation was carried out in accordance with general synthesis instructions 4 from 1-(4-fluoro-phenyl)-1H-pyrrole and 1-(3-bromo-4-fluoro-benzylidene)-pyrrolidinium chloride, which had been prepared in accordance with example 4 from 3-bromo-4-fluorobenzaldehyde and pyrrolidine.

Sources & evidence

ORD record
ord-6961dfabf70a4d53aeb67fb677994b3e
Source dataset
uspto-grants-2006_04
Patent number
US07034018B2

Reaction notes

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