(3-Chlorophenyl)boronic acid → HCID 90036273, compound

HRID 925733Notes

Reaction equation

HRID 925733 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[CH:20]=[C:21](B(O)O)[CH:22]=[CH:23][CH:24]=1>>[Cl:17][C:4]1[CH:3]=[C:2]([C:23]2[CH:22]=[CH:21][CH:20]=[C:19]([Cl:18])[CH:24]=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 2734323(3-Chlorophenyl)boronic acidHCID 90036013HCID 90036013, compound2×

Product 1

HCID 90036273HCID 90036273, compound

Procedure

The title compound, off-white solid (66 mg, 77%), MS (ISP) m/z=345.4 [(M+H)+], mp 218.5° 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 3-chloro-phenylboronic acid (50.8 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-ba6f5f9b44f447e2a149f1a115ec932d
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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