Phenylboronic Acid → HCID 11177711, compound

HRID 2218017Notes

Reaction equation

HRID 2218017 reaction equation
Br[C:2]1[C:22]([O:23][CH3:24])=[CH:21][C:5]2[N:6]([CH3:20])[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.[C:34]([C:37]1[CH:42]=[CH:41][C:40](B(O)O)=[CH:39][CH:38]=1)(=[O:36])[CH3:35]>>[C:34]([C:37]1[CH:42]=[CH:41][C:40]([C:2]2[C:22]([O:23][CH3:24])=[CH:21][C:5]3[N:6]([CH3:20])[C:7](=[O:19])[CH2:8][N:9]=[C:10]([C:11]4[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=4)[C:14]#[N:15])[C:4]=3[CH:3]=2)=[CH:39][CH:38]=1)(=[O:36])[CH3:35]

Participants

4

Reactant 3

HCID 66827Phenylboronic AcidHCID 37021224-Acetylphenylboronic acidHCID 692877383-(7-bromo-8-methoxy-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl)-benzonitrile

Product 1

HCID 11177711HCID 11177711, compoundYield 51%

Procedure

Prepared from 3-(7-bromo-8-methoxy-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl)-benzonitrile Intermediate 9 using the same method described for Example 1 and instead of using benzene boronic acid, we used 4-acetylphenyl boronic acid. The title compound (83 mg) was obtained as a pale green solid, (yield=51%).

Sources & evidence

ORD record
ord-16b26f0b1d1648c5a445e28595ff2f52
Source dataset
uspto-grants-2008_08
Patent number
US07410963B2

Reaction notes

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