4-Chloro-3-fluorophenylboronic Acid → HCID 118341189, compound

HRID 925703Notes

Reaction equation

HRID 925703 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.[Cl:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][C:20]=1[F:28]>>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([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:21][C:20]=1[F:28]

Participants

3

Reactant 2

HCID 27786564-Chloro-3-fluorophenylboronic AcidHCID 90036178HCID 90036178, compound2×

Product 1

HCID 118341189HCID 118341189, compound

Procedure

The title compound, white solid (57 mg, 66%), MS (ISP) m/z=347.5 [(M+H)+], mp 216° 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 4-chloro-3-fluoro-phenylboronic acid (56.7 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-505f0beb3ecb4b95a2624ece066381da
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

Loading…