3,4-Dichlorobenzeneboronic acid → HCID 118341187, compound

HRID 925715Notes

Reaction equation

HRID 925715 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=[C:7]([CH3:16])[C:6]=2[CH:5]=[C:4]([Cl:17])[CH:3]=1.[Cl:18][C:19]1[CH:20]=[C:21](B(O)O)[CH:22]=[CH:23][C:24]=1[Cl:25]>>[Cl:17][C:4]1[CH:3]=[C:2]([C:22]2[CH:21]=[CH:20][C:19]([Cl:18])=[C:24]([Cl:25])[CH:23]=2)[C:10]2[N:9]3[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:8]3=[C:7]([CH3:16])[C:6]=2[CH:5]=1

Participants

3

Reactant 2

HCID 27343303,4-Dichlorobenzeneboronic acidHCID 90036013HCID 90036013, compound2×

Product 1

HCID 118341187HCID 118341187, compound

Procedure

The title compound, white solid (77 mg, 81%), MS (ISP) m/z=379.6 [(M+H)+], mp 240° C., was prepared in accordance with the general method of example 1 from 6-bromo-8-chloro-10-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (intermediate 12) (78.4 mg, 0.25 mmol) and commercially available 3,4-dichloro-phenylboronic acid (62.0 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-671225de303c49dc98366e289016bdda
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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