4-tert-Butylphenylboronic acid → HCID 73335209, compound

HRID 925736Notes

Reaction equation

HRID 925736 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.[C:18]([C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1)([CH3:21])([CH3:20])[CH3:19]>>[C:18]([C:22]1[CH:27]=[CH:26][C:25]([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]([Cl:17])[CH:3]=2)=[CH:24][CH:23]=1)([CH3:21])([CH3:20])[CH3:19]

Participants

3

Reactant 2

HCID 27343204-tert-Butylphenylboronic acidHCID 90036013HCID 90036013, compound2×

Product 1

HCID 73335209HCID 73335209, compound

Procedure

The title compound, white solid (77 mg, 84%), MS (ISP) m/z=367.5 [(M+H)+], mp 252° 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 4-tert-butyl-phenylboronic acid (57.9 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-eba6dcd4d2104f23bbbe21d6277c9c4f
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

Loading…