4-Fluorophenylboronic acid → HCID 73334923, compound

HRID 925668Notes

Reaction equation

HRID 925668 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]([F:16])[C:3]=1[F:17].[F:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1>>[F:17][C:3]1[C:4]([F:16])=[CH:5][C:6]2[CH:7]=[C:8]3[C:14](=[O:15])[NH:13][CH2:12][CH2:11][N:9]3[C:10]=2[C:2]=1[C:22]1[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 90036434HCID 90036434, compound2×

Product 1

HCID 73334923HCID 73334923, compound

Procedure

The title compound, off-white solid (69 mg, 87%), MS (ISP) m/z=317.0 [(M+H)+], mp 286.5° C., was prepared in accordance with the general method of example 1 from 6-bromo-7,8-difluoro-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (intermediate 6) (75.3 mg, 0.25 mmol) and commercially available 4-fluoro-phenylboronic acid (45.5 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-38f0a20054064fdd9dbcbed248fa72e6
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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