4-bromo-N-quinolin-7-ylbenzamide → 4-(4-Pyridyl)-N-quinolin-7-yl-benzamide

HRID 494261Notes

Reaction equation

HRID 494261 reaction equation
Br[C:2]1[CH:20]=[CH:19][C:5]([C:6]([NH:8][C:9]2[CH:18]=[C:17]3[C:12]([CH:13]=[CH:14][CH:15]=[N:16]3)=[CH:11][CH:10]=2)=[O:7])=[CH:4][CH:3]=1.[N:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1>>[N:21]1[CH:26]=[CH:25][C:24]([C:2]2[CH:20]=[CH:19][C:5]([C:6]([NH:8][C:9]3[CH:18]=[C:17]4[C:12]([CH:13]=[CH:14][CH:15]=[N:16]4)=[CH:11][CH:10]=3)=[O:7])=[CH:4][CH:3]=2)=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 8314084-bromo-N-quinolin-7-ylbenzamideHCID 2734379(Pyridin-4-yl)boronic acid

Product 1

HCID 576826604-(4-Pyridyl)-N-quinolin-7-yl-benzamide

Procedure

Using the procedure outlined in Example 58, the title compound was prepared from 4-bromo-N-quinolin-7-ylbenzamide (Example 82) (50 mg, 0.15 mmol) and 4-pyridylboronic acid (20 mg, 0.16 mmol) as a white solid. 1H NMR (400 MHz, CDCl3) δ (ppm): 8.86 (d, 1H), 8.70 (d, 2H), 8.33 (dd, 1H), 8.18 (d, 1H), 8.12 (d, 2H), 8.07 (s, 1H), 7.88 (d, 1H), 7.79 (d, 2H), 7.58(d, 2H), 7.38 (dd, 1H).

Sources & evidence

ORD record
ord-fbf8f3be7a614e9996596f9c25405c42
Source dataset
uspto-grants-2009_05
Patent number
US07538121B2

Reaction notes

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