4-(Trifluoromethoxy)phenylboronic acid → HCID 118341152, compound

HRID 925805Notes

Reaction equation

HRID 925805 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]([C:16]#[N: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>>[O:15]=[C:14]1[C:8]2=[CH:7][C:6]3[CH:5]=[C:4]([C:16]#[N:17])[CH:3]=[C:2]([C:24]4[CH:23]=[CH:22][C:21]([O:20][C:19]([F:18])([F:30])[F:31])=[CH:26][CH:25]=4)[C:10]=3[N:9]2[CH2:11][CH2:12][NH:13]1

Participants

3

Reactant 2

HCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 90035900HCID 90035900, compound2×

Product 1

HCID 118341152HCID 118341152, compound

Procedure

The title compound, off-white solid (82 mg, 88%), MS (ISP) m/z=372.4 [(M+H)+], mp 311.5° C., was prepared in accordance with the general method of example 1 from 6-bromo-1-oxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indole-8-carbonitrile (intermediate 15) (72.5 mg, 0.25 mmol) and commercially available 4-trifluoromethoxy-phenylboronic acid (66.9 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-7566064492e144a494781f94f77fcf18
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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