4-Fluorophenylboronic acid → HCID 90036430, compound

HRID 925675Notes

Reaction equation

HRID 925675 reaction equation
Br[C:2]1[C:10]2[N:9]3[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]3=[CH:7][C:6]=2[CH:5]=[C:4]([CH3:17])[CH:3]=1.[F:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1>>[F:18][C:19]1[CH:24]=[CH:23][C:22]([C:2]2[C:10]3[N:9]4[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]4=[CH:7][C:6]=3[CH:5]=[C:4]([CH3:17])[CH:3]=2)=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 90037408HCID 90037408, compound2×

Product 1

HCID 90036430HCID 90036430, compound

Procedure

The title compound, white solid (40.5 mg, 77%), MS (ISP) m/z=309.5 [(M+H)+], mp 234.5° C., was prepared in accordance with the general method of example 1 from 7-bromo-9-methyl-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indol-1-one (intermediate 11) (50 mg, 0.17 mmol) and commercially available 4-fluoro-phenylboronic acid (31 mg, 0.22 mmol).

Sources & evidence

ORD record
ord-a583dad47e35415292a83fd096b186f5
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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