4-Bromobenzaldehyde → (R)-1-(4-bromobenzyl)-3-fluoropyrrolidine

HRID 2281817Notes

Reaction equation

HRID 2281817 reaction equation
Cl.[F:2][C@@H:3]1[CH2:7][CH2:6][NH:5][CH2:4]1.[Br:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=1>>[Br:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][N:5]2[CH2:6][CH2:7][C@@H:3]([F:2])[CH2:4]2)=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 707414-BromobenzaldehydeHCID 2759162(3R)-3-fluoropyrrolidine hydrochloride

Product 1

HCID 66730391(R)-1-(4-bromobenzyl)-3-fluoropyrrolidine

Procedure

The title compound was synthesized according to the method of Example A105B, except substituting (R)-3-fluoropyrrolidine hydrochloride (576 mg, 4.59 mmol) and 4-bromobenzaldehyde (849 mg, 4.59 mmol) which gave 1.09 g, 91% of a clear, colourless oil; MS ESI [M+H]+ 258.0, calcd for [C11H13BrFN+H]+ 258.03.

Workup

  1. customgave 1.09 g, 91% of a clear, colourless oil

Sources & evidence

ORD record
ord-bd583b027cb045f38baa8c3ebedae49b
Source dataset
uspto-grants-2015_09
Patent number
US09139563B2

Reaction notes

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