3,4-Dichlorobenzeneboronic acid → HCID 118341159, compound

HRID 925704Notes

Reaction equation

HRID 925704 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]([F: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:18][C:19]1[CH:20]=[C:21]([C:2]2[C:10]3[N:9]4[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:8]4=[C:7]([CH3:16])[C:6]=3[CH:5]=[C:4]([F:17])[CH:3]=2)[CH:22]=[CH:23][C:24]=1[Cl:25]

Participants

3

Reactant 2

HCID 27343303,4-Dichlorobenzeneboronic acidHCID 90036178HCID 90036178, compound2×

Product 1

HCID 118341159HCID 118341159, compound

Procedure

The title compound, light yellow solid (63 mg, 69%), MS (ISP) m/z=363.5 [(M+H)+], mp 224° C., was prepared in accordance with the general method of example 1 from 6-bromo-8-fluoro-10-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (intermediate 14) (74.3 mg, 0.25 mmol) and commercially available 3,4-dichloro-phenylboronic acid (62.0 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-613bc75cb0a8499ca512b5e4bc9c4a94
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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