3-Fluoro-4-methylbenzeneboronic acid → HCID 118341179, compound

HRID 925764Notes

Reaction equation

HRID 925764 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]=[CH:23][C:24]=1[CH3:25]>>[F:17][C:4]1[CH:3]=[C:2]([C:21]2[CH:22]=[CH:23][C:24]([CH3:25])=[C:19]([F:18])[CH:20]=2)[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 27826743-Fluoro-4-methylbenzeneboronic acidHCID 90036178HCID 90036178, compound2×

Product 1

HCID 118341179HCID 118341179, compound

Procedure

The title compound, light yellow solid (71 mg, 87%), MS (ISP) m/z=327.5 [(M+H)+], mp 206° 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-fluoro-4-methyl-phenylboronic acid (50.0 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-397b96ea65424309941bca2ea31a5f00
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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