Propargylamine → 10-Bromo-5,6-dihydro-benzo[f]quinoline

HRID 520995Notes

Reaction equation

HRID 520995 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][C:9](=O)[CH2:8][CH2:7]2.[CH2:13]([NH2:16])[C:14]#[CH:15]>>[Br:1][C:2]1[C:11]2[C:10]3[CH:15]=[CH:14][CH:13]=[N:16][C:9]=3[CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 239041PropargylamineHCID 41361878-Bromo-1,2,3,4-tetrahydronaphthalen-2-one

Product 1

HCID 5829458310-Bromo-5,6-dihydro-benzo[f]quinolineYield 49%

Procedure

The title compound is prepared from 8-bromo-2-tetralone and propargylamine following a procedure analogous to that described in Step 1 of Intermediates 1 and 2. Yield: 49% of theory; LC (method 1): tR=2.68 min; Mass spectrum (ESI+): m/z=260/262 (Br) [M+H]+.

Sources & evidence

ORD record
ord-884bce44ee47446b9416ef45e62e1b84
Source dataset
uspto-grants-2016_05
Patent number
US09328072B2

Reaction notes

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