4-(Trifluoromethoxy)phenylboronic acid → HCID 118341143, compound

HRID 925750Notes

Reaction equation

HRID 925750 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.[F:18][C:19]([F:31])([F:30])[O:20][C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1>>[Cl:17][C:4]1[CH:3]=[C:2]([C:24]2[CH:23]=[CH:22][C:21]([O:20][C:19]([F:18])([F:30])[F:31])=[CH:26][CH:25]=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 27343864-(Trifluoromethoxy)phenylboronic acidHCID 90036013HCID 90036013, compound2×

Product 1

HCID 118341143HCID 118341143, compound

Procedure

The title compound, white solid (70 mg, 71%), MS (ISP) m/z=395.5 [(M+H)+], mp 212° 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-trifluoromethoxy-phenylboronic acid (66.9 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-2ee2bccf11824359be0a385d1223d506
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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