(4-Methoxyphenyl)boronic acid → HCID 73334918, compound

HRID 925663Notes

Reaction equation

HRID 925663 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[C:5]([F:16])=[C:4]([F:17])[CH:3]=1.[CH3:18][O:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1>>[F:17][C:4]1[CH:3]=[C:2]([C:23]2[CH:24]=[CH:25][C:20]([O:19][CH3:18])=[CH:21][CH:22]=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[C:5]=1[F:16]

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 90036285HCID 90036285, compound2×

Product 1

HCID 73334918HCID 73334918, compound

Procedure

The title compound, off-white solid (77 mg, 94%), MS (ISP) m/z=329.2 [(M+H)+], mp 227.5° C., was prepared in accordance with the general method of example 1 from 6-bromo-8,9-difluoro-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (intermediate 4) (75.3 mg, 0.25 mmol) and commercially available 4-methoxy-phenylboronic acid (49.4 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-5e2dd8287e2b48089d2c60960f9060ee
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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