2-Chloropyridine-5-boronic acid → HCID 118341140, compound

HRID 925730Notes

Reaction equation

HRID 925730 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]([Cl:17])[CH:3]=1.[Cl:18][C:19]1[N:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1>>[Cl:17][C:4]1[CH:3]=[C:2]([C:22]2[CH:23]=[N:24][C:19]([Cl:18])=[CH:20][CH:21]=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 38450342-Chloropyridine-5-boronic acidHCID 90036013HCID 90036013, compound2×

Product 1

HCID 118341140HCID 118341140, compound

Procedure

The title compound, light yellow solid (49 mg, 57%), MS (ISP) m/z=346.4 [(M+H)+], mp 276° C., was prepared in accordance with the general method of example 1 from 6-bromo-8-chloro-10-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (intermediate 12) (78.4 mg, 0.25 mmol) (78.4 mg, 0.25 mmol) and commercially available 6-chloro-pyridin-3-ylboronic acid (51.1 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-5f3c74b7243a4cabbe15a5805e8025f1
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

Loading…