4-Chloro-3-(trifluoromethyl)benzeneboronic acid → HCID 118341169, compound

HRID 925752Notes

Reaction equation

HRID 925752 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:24]=[CH:23][C:22](B(O)O)=[CH:21][C:20]=1[C:28]([F:31])([F:30])[F:29]>>[Cl:17][C:4]1[CH:3]=[C:2]([C:22]2[CH:23]=[CH:24][C:19]([Cl:18])=[C:20]([C:28]([F:31])([F:30])[F:29])[CH:21]=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 27826714-Chloro-3-(trifluoromethyl)benzeneboronic acidHCID 90036013HCID 90036013, compound2×

Product 1

HCID 118341169HCID 118341169, compound

Procedure

The title compound, off-white solid (85 mg, 82%), MS (ISP) m/z=413.4 [(M+H)+], mp 268° 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 4-chloro-3-trifluoromethyl-phenylboronic acid (72.9 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-6921b7abb92a4568a5d39eeea9664c9e
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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