5-Fluoroindole → 3-(2-bromoethyl)-5-fluoro-1H-indole

Reaction equation

[Br:1][CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10](OC)[CH:11]=2)[NH:6][CH:5]=1.[F:15]C1C=C2C(=CC=1)NC=C2>>[Br:1][CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:15])[CH:11]=2)[NH:6][CH:5]=1

Participants

Reactant 2

HCID 678615-Fluoroindole

HCID 111078683-(2-bromoethyl)-5-methoxy-1H-indole

Product 1

HCID 112072263-(2-bromoethyl)-5-fluoro-1H-indole

Procedure

The title compound was synthesized according to above mentioned procedure for 3-(2-bromoethyl)-5-methoxy-1H-indole, starting with 5-fluoroindole yielding a brown oil which was stored in the freezer. LC-MS conditions B: tR=0.82 min, [M(81Br)+MeCN+H]+=244.07.

Sources & evidence

ORD record: ord-8f8a52b730eb475cb6355e44fb91ae6c
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09303023B2

Reaction notes

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