Propargylamine → 9-Nitro-5,6-dihydro-benzo[f]quinoline

HRID 521001Notes

Reaction equation

HRID 521001 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][C:10](=O)[CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:15]([NH2:18])[C:16]#[CH:17]>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[CH2:8][CH2:9][C:10]3[N:18]=[CH:15][CH:16]=[CH:17][C:11]=3[C:12]=2[CH:13]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 239041PropargylamineHCID 113214437-Nitro-2-tetralone

Product 1

HCID 582946079-Nitro-5,6-dihydro-benzo[f]quinolineYield 41%

Procedure

The title compound is prepared from 7-nitro-2-tetralone and propargylamine following a procedure analogous to that described in Step 1 of Intermediates 1 and 2. Yield: 41% of theory; LC (method 1): tR=2.20 min; Mass spectrum (ESI+): m/z=227 [M+H]+.

Sources & evidence

ORD record
ord-b30c2ac9284b4309bde6491145f93158
Source dataset
uspto-grants-2016_05
Patent number
US09328072B2

Reaction notes

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