(4-Methoxyphenyl)boronic acid → HCID 90036053, compound

HRID 925679Notes

Reaction equation

HRID 925679 reaction equation
Br[C:2]1[C:10]2[N:9]3[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:8]3=[CH:7][C:6]=2[CH:5]=[C:4]([CH3:16])[CH:3]=1.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1>>[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([C:2]2[C:10]3[N:9]4[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:8]4=[CH:7][C:6]=3[CH:5]=[C:4]([CH3:16])[CH:3]=2)=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 90036562HCID 90036562, compound2×

Product 1

HCID 90036053HCID 90036053, compound

Procedure

The title compound, grey solid (38 mg, 67%), MS (ISP) m/z=307.5 [(M+H)+], mp 245° C., was prepared in accordance with the general method of example 1 from 6-bromo-8-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (intermediate 10) (52 mg, 0.186 mmol) and commercially available 4-methoxy-phenylboronic acid (36.8 mg, 0.24 mmol).

Sources & evidence

ORD record
ord-5a88072ec1484a92aef9696c0f6e11e1
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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