Methylamine → {4-[1-(4-Fluoro-phenyl)-1H-indol-5-yloxy]-butyl}-methylamine

HRID 1633623Notes

Reaction equation

Br[CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)[CH:11]=[CH:10]2.[CH3:23][NH2:24]>>[F:22][C:19]1[CH:20]=[CH:21][C:16]([N:12]2[C:13]3[C:9](=[CH:8][C:7]([O:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:24][CH3:23])=[CH:15][CH:14]=3)[CH:10]=[CH:11]2)=[CH:17][CH:18]=1

Participants

Reactant 2

HCID 6329Methylamine

HCID 186794275-(4-Bromo-butoxy)-1-(4-fluoro-phenyl)-1H-indole

Product 1

HCID 18679487{4-[1-(4-Fluoro-phenyl)-1H-indol-5-yloxy]-butyl}-methylamine

Procedure

In analogy to example 3.3, 5-(4-Bromo-butoxy)-1-(4-fluoro-phenyl)-1H-indole and methylamine were converted to yield {4-[1-(4-Fluoro-phenyl)-1H-indol-5-yloxy]-butyl}-methyl-amine as colorless crystalline, mp 49-50° C., MS: 313 (MH+).

Sources & evidence

ORD record: ord-7f84f267f452416b9d50fe0b3ab519f0
Source dataset: uspto-grants-2003_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06503907B2

Reaction notes

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