(3,4,5-Trifluorophenyl)boronic Acid (contains varying amounts of Anhydride) → HCID 118341174, compound

HRID 925753Notes

Reaction equation

HRID 925753 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.[F:18][C:19]1[CH:20]=[C:21](B(O)O)[CH:22]=[C:23]([F:26])[C:24]=1[F:25]>>[Cl:17][C:4]1[CH:3]=[C:2]([C:21]2[CH:20]=[C:19]([F:18])[C:24]([F:25])=[C:23]([F:26])[CH:22]=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 2734671(3,4,5-Trifluorophenyl)boronic Acid (contains varying amounts of Anhydride)HCID 90036013HCID 90036013, compound2×

Product 1

HCID 118341174HCID 118341174, compound

Procedure

The title compound, light brown solid (79 mg, 87%), MS (ISP) m/z=365.5 [(M+H)+], mp 253° 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 3,4,5-trifluoro-phenylboronic acid (57.2 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-36adb0f9c9684a7687bb77b4486c362f
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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