4-Chlorophenylboronic acid → HCID 90035769, compound

HRID 925826Notes

Reaction equation

HRID 925826 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=[CH:7][C:6]=2[CH:5]=[C:4]([O:16][CH3:17])[CH:3]=1.[Cl:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1>>[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=[CH:7][C:6]=3[CH:5]=[C:4]([O:16][CH3:17])[CH:3]=2)=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 90035876HCID 90035876, compound2×

Product 1

HCID 90035769HCID 90035769, compound

Procedure

The title compound, white solid (64 mg, 78%), MS (ISP) m/z=327.5 [(M+H)+], mp 246° C., was prepared in accordance with the general method of example 1 from 6-bromo-8-methoxy-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (intermediate 18) (73.8 mg, 0.25 mmol) and commercially available 4-chloro-phenylboronic acid (50.8 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-849f43fd518b4c58a8b677e3c3ec2e3c
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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