4-bromo-N-quinolin-7-ylbenzamide → HCID 57682709, compound

HRID 494239Notes

Reaction equation

HRID 494239 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.[C:21]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1B(O)O)(=[O:23])[CH3:22]>>[C:21]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[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)(=[O:23])[CH3:22]

Participants

3

Reactant 2

HCID 8314084-bromo-N-quinolin-7-ylbenzamideHCID 27343092-Acetylphenylboronic acid

Product 1

HCID 57682709HCID 57682709, compound

Procedure

Using the procedure outlined in Example 58, the title compound was prepared from 4-bromo-N-quinolin-7-ylbenzamide (Example 82) (50 mg, 0.153 mmol) and 2-acetyl-phenylboronic acid (28 mg, 0.17 mmol) as an off -white solid. 1H NMR (400 MHz, CDCl3) δ (ppm): 8.92 (dd, 1H), 8.21 (d, 1H), 8.20 (s, 1H), 8.14 (d, 1H), 8.10 (dd, 1H), 7.86 (d, 1H), 7.63 (dd, 1H), 7.57 (td, 1H), 7.48 (m, 3H), 7.40 (dd, 1H), 7.35 (dd, 1H), 3.85 (s, 3H).

Sources & evidence

ORD record
ord-da7996d07a144ea783a104881ccbd863
Source dataset
uspto-grants-2009_05
Patent number
US07538121B2

Reaction notes

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