2-Bromo-4-nitroquinoline → HCID 58362415, compound

HRID 2361493Notes

Reaction equation

HRID 2361493 reaction equation
Br[C:2]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH3:15][NH:16][C:17]1[CH:22]=[CH:21][C:20](B2OC(C)(C)C(C)(C)O2)=[CH:19][CH:18]=1>>[CH3:15][NH:16][C:17]1[CH:22]=[CH:21][C:20]([C:2]2[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 5812662-Bromo-4-nitroquinolineHCID 11957892N-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Product 1

HCID 58362415HCID 58362415, compound

Procedure

N-Methyl-4-(4-nitroquinolin-2-yl)aniline T466P was prepared using general procedure A from 2-bromo-4-nitroquinoline (50 mg, 0.2 mmol) and N-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (46 mg, 0.2 mmol). The product T466P was obtained as a brown solid (37 mg, 66%). 1H NMR (400 MHz, CDCl3): δ 8.34 (m, 1H), 8.32 (s, 1H), 8.19 (m, 1H), 8.09 (m, 2H), 7.79 (m, 1H), 7.63 (m, 1H), 6.72 (m, 2H), 2.93 (s, 3H); MS (ESI): 280 (M+H+).

Sources & evidence

ORD record
ord-fd380377f4d34d60a968f6bda8fec62a
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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