3,4-Difluorobenzeneboronic acid → HCID 73334920, compound

HRID 925665Notes

Reaction equation

HRID 925665 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[C:5]([F:16])=[C:4]([F:17])[CH:3]=1.[F:18][C:19]1[CH:20]=[C:21](B(O)O)[CH:22]=[CH:23][C:24]=1[F:25]>>[F:18][C:19]1[CH:20]=[C:21]([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[C:5]([F:16])=[C:4]([F:17])[CH:3]=2)[CH:22]=[CH:23][C:24]=1[F:25]

Participants

3

Reactant 2

HCID 27343373,4-Difluorobenzeneboronic acidHCID 90036285HCID 90036285, compound2×

Product 1

HCID 73334920HCID 73334920, compound

Procedure

The title compound, white solid (72 mg, 86%), MS (ISP) m/z=335.3 [(M+H)+], mp 317.5° C., was prepared in accordance with the general method of example 1 from 6-bromo-8,9-difluoro-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (intermediate 4) (75.3 mg, 0.25 mmol) and commercially available 3,4-difluoro-phenylboronic acid (51.3 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-0b0a1f6a08544a018e1778e0eadd457b
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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