4-Fluorophenylboronic acid → HCID 90035955, compound

HRID 925692Notes

Reaction equation

HRID 925692 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.[F:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1>>[F:17][C:4]1[CH:3]=[C:2]([C:22]2[CH:23]=[CH:24][C:19]([F:18])=[CH:20][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 2856454-Fluorophenylboronic acidHCID 90036178HCID 90036178, compound2×

Product 1

HCID 90035955HCID 90035955, compound

Procedure

The title compound, light grey solid (64 mg, 82%), MS (ISP) m/z=313.4 [(M+H)+], mp 182° 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 4-fluoro-phenylboronic acid (45.5 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-16a5ac68f4f94b4e895b69fd23a931f0
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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