(4-Methoxyphenyl)boronic acid → HCID 90036303, compound

HRID 925877Notes

Reaction equation

HRID 925877 reaction equation
Br[C:2]1[C:10]2[N:9]3[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]3=[C:7]([CH3:17])[C:6]=2[CH:5]=[C:4]([C:18]#[N:19])[CH:3]=1.[CH3:20][O:21][C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1>>[CH3:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([C:2]2[C:10]3[N:9]4[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]4=[C:7]([CH3:17])[C:6]=3[CH:5]=[C:4]([C:18]#[N:19])[CH:3]=2)=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 90036394HCID 90036394, compound2×

Product 1

HCID 90036303HCID 90036303, compound

Procedure

The title compound, white solid (55 mg, 64%), MS (ISP) m/z=346.5 [(M+H)+], mp 277° C., was prepared in accordance with the general method of example 1 from 7-bromo-11-methyl-1-oxo-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indole-9-carbonitrile (intermediate 17) (79.5 mg, 0.25 mmol) and commercially available 4-methoxy-phenylboronic acid (49.4 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-12a9b1e3297b46b1b700f750f24f5e15
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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