2-Bromo-4-nitroquinoline → HCID 58362584, compound

HRID 2361492Notes

Reaction equation

HRID 2361492 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.CC1(C)C(C)(C)OB([C:23]2[CH:29]=[CH:28][C:26]([NH2:27])=[CH:25][CH:24]=2)O1>>[N+:12]([C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]([C:23]2[CH:29]=[CH:28][C:26]([NH2:27])=[CH:25][CH:24]=2)[CH:11]=1)([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 5812662-Bromo-4-nitroquinolineHCID 27346204-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Product 1

HCID 58362584HCID 58362584, compound

Procedure

4-(4-Nitroquinolin-2-yl)aniline T492P was prepared by using general procedure A from 2-Bromo-4-nitroquinoline (50 mg, 0.2 mmol) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (44 mg, 0.2 mmol). The product was obtained as a dark brown solid (31 mg, 58%). NMR (400 MHz, CDCl3): δ 8.36 (m, 1H), 8.32 (s, 1H), 8.20 (m, 1H), 8.06 (m, 2H), 7.80 (m, 1H), 7.65 (m, 1H), 6.81 (m, 2H), 3.99 (br s, 2H); MS (ESI): 266 (M+H+).

Sources & evidence

ORD record
ord-1d6b2d16b6044ec48e2c74e7003d19ad
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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