4-bromo-N-quinolin-7-ylbenzamide → HCID 57682741, compound

HRID 494236

Reaction equation

HRID 494236 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.[CH3:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1B(O)O>>[CH3:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=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

Participants

3

Reactant 2

HCID 8314084-bromo-N-quinolin-7-ylbenzamideHCID 27332672-Methylphenyl boronic acid

Product 1

HCID 57682741HCID 57682741, 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-methyl-phenylboronic acid (23 mg, 0.168 mmol) as a white solid. 1H NMR (400 MHz, CDCl3) δ (ppm): 8.92 (dd, 1H), 8.19 (d, 1H), 8.13 (m, 3H), 8.00, (d, 2H), 7.86 (d, 1H), 7.49 (d, 2H), 7.36 (dd, 1H), 7.29 (m, 4H), 2.30 (s, 3H).

Sources & evidence

ORD record
ord-d86217eff757463a9a38072ac9a22a81
Source dataset
uspto-grants-2009_05
Patent number
US07538121B2

Linked notes

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