(4-Chloro-2-fluorophenyl)boronic acid → HCID 90036201, compound

HRID 925791Notes

Reaction equation

HRID 925791 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]([C:16]#[N:17])[CH:3]=1.[Cl:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[C:21]([F:28])[CH:20]=1>>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([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]([C:16]#[N:17])[CH:3]=2)=[C:21]([F:28])[CH:20]=1

Participants

3

Reactant 2

HCID 4193595(4-Chloro-2-fluorophenyl)boronic acidHCID 90035900HCID 90035900, compound2×

Product 1

HCID 90036201HCID 90036201, compound

Procedure

The title compound, light brown solid (65 mg, 77%), MS (ISP) m/z=340.3 [(M+H)+], mp 278° C., was prepared in accordance with the general method of example 1 from 6-bromo-1-oxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indole-8-carbonitrile (intermediate 15) (72.5 mg, 0.25 mmol) and commercially available 4-chloro-2-fluoro-phenylboronic acid (56.7 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-c386c25efe7a458eaaff1e23fe194294
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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