3-Cyanophenylboronic acid → HCID 118341171, compound

HRID 925748Notes

Reaction equation

HRID 925748 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.[C:18]([C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][CH:25]=1)#[N:19]>>[F:17][C:4]1[CH:3]=[C:2]([C:24]2[CH:25]=[C:20]([CH:21]=[CH:22][CH:23]=2)[C:18]#[N:19])[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 27343253-Cyanophenylboronic acidHCID 90036178HCID 90036178, compound2×

Product 1

HCID 118341171HCID 118341171, compound

Procedure

The title compound, white solid (69 mg, 86%), MS (ISP) m/z=320.5 [(M+H)+], mp 192° 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-cyano-phenylboronic acid (47.8 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-8966954966944bb68078232a943e74e7
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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