4-(Trifluoromethyl)phenylboronic acid → HCID 90036456, compound

HRID 925831Notes

Reaction equation

HRID 925831 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][C:17]([F:20])([F:19])[F:18])[CH:3]=1.[F:21][C:22]([F:33])([F:32])[C:23]1[CH:28]=[CH:27][C:26](B(O)O)=[CH:25][CH:24]=1>>[F:18][C:17]([F:20])([F:19])[O:16][C:4]1[CH:3]=[C:2]([C:26]2[CH:27]=[CH:28][C:23]([C:22]([F:33])([F:32])[F:21])=[CH:24][CH:25]=2)[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]=1

Participants

3

Reactant 2

HCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 90037134HCID 90037134, compound2×

Product 1

HCID 90036456HCID 90036456, compound

Procedure

The title compound, white solid (87 mg, 84%), MS (ISP) m/z=415.4 [(M+H)+], mp 243° C., was prepared in accordance with the general method of example 1 from 6-bromo-8-(trifluoromethoxy)-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (intermediate 19) (87.3 mg, 0.25 mmol) and commercially available 4-trifluoromethyl-phenylboronic acid (61.7 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-eb838d7cd45c411f97c4fb86df6f5337
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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