3,4-Difluorobenzeneboronic acid → HCID 73335019, compound

HRID 925678Notes

Reaction equation

HRID 925678 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.[F:17][C:18]1[CH:19]=[C:20](B(O)O)[CH:21]=[CH:22][C:23]=1[F:24]>>[F:17][C:18]1[CH:19]=[C:20]([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:22][C:23]=1[F:24]

Participants

3

Reactant 2

HCID 27343373,4-Difluorobenzeneboronic acidHCID 90036562HCID 90036562, compound2×

Product 1

HCID 73335019HCID 73335019, compound

Procedure

The title compound, white solid (46 mg, 79%), MS (ISP) m/z=313.4 [(M+H)+], mp 249.5° 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 3,4-difluoro-phenylboronic acid (38.2 mg, 0.24 mmol).

Sources & evidence

ORD record
ord-bd280fc9e41743cbaddf4027d9f30084
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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