Phenylboronic Acid → 3-[8-Methoxy-7-(2-methoxy-phenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl]-benzonitrile

HRID 2218006Notes

Reaction equation

HRID 2218006 reaction equation
Br[C:2]1[C:21]([O:22][CH3:23])=[CH:20][C:5]2[NH:6][C:7](=[O:19])[CH2:8][N:9]=[C:10]([C:11]3[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=3)[C:14]#[N:15])[C:4]=2[CH:3]=1.C1(B(O)O)C=CC=CC=1.[CH3:33][O:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1B(O)O>>[CH3:23][O:22][C:21]1[C:2]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=2[O:34][CH3:33])=[CH:3][C:4]2[C:10]([C:11]3[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=3)[C:14]#[N:15])=[N:9][CH2:8][C:7](=[O:19])[NH:6][C:5]=2[CH:20]=1

Participants

4

Reactant 3

HCID 66827Phenylboronic AcidHCID 27339582-Methoxyphenylboronic acidHCID 69289062HCID 69289062, compound

Product 1

HCID 114863203-[8-Methoxy-7-(2-methoxy-phenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl]-benzonitrileYield 88%

Procedure

Prepared from 3-(7-bromo-8-methoxy-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl)-benzonitrile Intermediate 5 using the same method described for Example 1 and instead of using benzene boronic acid, we used 2-methoxy-benzene boronic acid. The title compound (474 mg) was obtained as a pale yellow solid, (yield=88%).

Sources & evidence

ORD record
ord-d0a3ec4e08dd4d589bf85db58e91b2f1
Source dataset
uspto-grants-2008_08
Patent number
US07410963B2

Reaction notes

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