(3,5-Difluorophenyl)boronic acid → HCID 73335110, compound

HRID 925702Notes

Reaction equation

HRID 925702 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:20]=[C:21](B(O)O)[CH:22]=[C:23]([F:25])[CH:24]=1>>[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=[C:7]([CH3:16])[C:6]=3[CH:5]=[C:4]([F:17])[CH:3]=2)[CH:22]=[C:23]([F:25])[CH:24]=1

Participants

3

Reactant 2

HCID 2734338(3,5-Difluorophenyl)boronic acidHCID 90036178HCID 90036178, compound2×

Product 1

HCID 73335110HCID 73335110, compound

Procedure

The title compound, white solid (69 mg, 84%), MS (ISP) m/z=331.5 [(M+H)+], mp 250° 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 3,5-difluoro-phenylboronic acid (51.3 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-d8b4fb8e6fd6453fbfc1802351e3a8f5
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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