2,3,4-Trifluorobenzeneboronic acid → HCID 90036009, compound

HRID 925817Notes

Reaction equation

HRID 925817 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.[F:18][C:19]1[C:24]([F:25])=[C:23]([F:26])[CH:22]=[CH:21][C:20]=1B(O)O>>[O:15]=[C:14]1[C:8]2=[CH:7][C:6]3[CH:5]=[C:4]([C:16]#[N:17])[CH:3]=[C:2]([C:22]4[CH:21]=[CH:20][C:19]([F:18])=[C:24]([F:25])[C:23]=4[F:26])[C:10]=3[N:9]2[CH2:11][CH2:12][NH:13]1

Participants

3

Reactant 2

HCID 27832802,3,4-Trifluorobenzeneboronic acidHCID 90035900HCID 90035900, compound2×

Product 1

HCID 90036009HCID 90036009, compound

Procedure

The title compound, white solid (13 mg, 15%), MS (ISP) m/z=342.4 [(M+H)+], mp 294° 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 2,3,4-trifluoro-phenylboronic acid (57.2 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-752106d351aa4993b625c2b1bcc61231
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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