2-Chloro-6-nitroquinoline → HCID 68628643, compound

HRID 1931479Notes

Reaction equation

HRID 1931479 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=2)[N:3]=1.[F:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[CH:21]([NH2:25])[CH2:20][CH2:19]2>>[F:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[CH:21]([NH:25][C:2]1[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=3)[N:3]=1)[CH2:20][CH2:19]2

Participants

3

Reactant 2

HCID 109217232-Chloro-6-nitroquinolineHCID 166663285-Fluoro-2,3-dihydro-1H-inden-1-amine

Product 1

HCID 68628643HCID 68628643, compound

Procedure

2-Chloro-6-nitro-quinoline (2.7 g, 13 mmol) and rac-5-fluoro-indan-1-ylamine (CAS 148960-33-2, 3.9 g, 26 mmol) were heated at 130° C. for 24 h. The reaction mixture was purified by flash chromatography on silica gel (dichloromethane). rac-(5-Fluoro-indan-1-yl)-(6-nitro-quinolin-2-yl)-amine was obtained as a yellow solid (2.99 g, 71%), MS: m/e=324.4 (M+H+).

Workup

  1. customThe reaction mixture was purified by flash chromatography on silica gel (dichloromethane)

Sources & evidence

ORD record
ord-5e7187cfb83a46949e7169c2d4296c99
Source dataset
uspto-grants-2012_05
Patent number
US08188284B2

Reaction notes

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