4-bromo-N-quinolin-7-ylbenzamide → HCID 57682724, compound

HRID 494240Notes

Reaction equation

HRID 494240 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.[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([O:31][CH3:32])=[C:26](B(O)O)[CH:27]=1>>[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([O:31][CH3:32])=[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]=1

Participants

3

Reactant 2

HCID 8314084-bromo-N-quinolin-7-ylbenzamideHCID 27357515-Chloro-2-methoxyphenylboronic acid

Product 1

HCID 57682724HCID 57682724, compound

Procedure

Using the procedure outlined in Example 58, the title compound was prepared from 4-bromo-N-quinolin-7-ylbenzamide (Example 82) (65 mg, 0.199 mmol) and 5-chloro-2-methoxyphenylboronic acid (42 mg, 0.22 mmol) as a colourless gum. 1H NMR (400 MHz, CDCl3) δ (ppm): 8.91 (dd, 1H), 8.18 (d, 1H), 8.13 (m, 3H), 7.98, (d, 2H), 7.86 (d, 1H), 7.66 (d, 2H), 7.36 (dd, 2H), 7.32 (m, 2H), 6.94 (d, 1H), 3.82 (s, 3H).

Sources & evidence

ORD record
ord-0252c05d399f4ccaba88df47adcce725
Source dataset
uspto-grants-2009_05
Patent number
US07538121B2

Reaction notes

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