4-Fluorophenylboronic acid → HCID 118341146, compound

HRID 925657Notes

Reaction equation

HRID 925657 reaction equation
Br[C:2]1[C:10]2[N:9]3[CH:11]([CH3:17])[CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]3=[CH:7][C:6]=2[CH:5]=[C:4]([F:18])[CH:3]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1>>[F:18][C:4]1[CH:3]=[C:2]([C:23]2[CH:24]=[CH:25][C:20]([F:19])=[CH:21][CH:22]=2)[C:10]2[N:9]3[CH:11]([CH3:17])[CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]3=[CH:7][C:6]=2[CH:5]=1

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 90036663HCID 90036663, compound2×

Product 1

HCID 118341146HCID 118341146, compound

Procedure

The title compound, grey solid (79 mg, 97%), MS (ISP) m/z=327.2 [(M+H)+], mp 235.5° C., was prepared in accordance with the general method of example 1 from (RS)-7-bromo-9-fluoro-5-methyl-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indol-1-one (intermediate 3) (77.8 mg, 0.25 mmol) and commercially available 4-fluoro-phenylboronic acid (45.5 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-aee547d921eb41aeb7de22cf62d02bfb
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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