3-Pyridinylboronic acid → HCID 118341150, compound

HRID 925754Notes

Reaction equation

HRID 925754 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.[N:18]1[CH:23]=[CH:22][CH:21]=[C:20](B(O)O)[CH:19]=1>>[Cl:17][C:4]1[CH:3]=[C:2]([C:20]2[CH:19]=[N:18][CH:23]=[CH:22][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 27343783-Pyridinylboronic acidHCID 90036013HCID 90036013, compound2×

Product 1

HCID 118341150HCID 118341150, compound

Procedure

The title compound, white solid (60 mg, 77%), MS (ISP) m/z=312.5 [(M+H)+], mp 252.5° 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) and commercially available pyridin-3-ylboronic acid (39.9 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-80474add594242e8b7c07c4aafa4147a
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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