(6-Fluoropyridin-3-yl)boronic acid → HCID 90035842, compound

HRID 925824Notes

Reaction equation

HRID 925824 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=[C:7]([CH3:17])[C:6]=2[CH:5]=[C:4]([C:18]#[N:19])[CH:3]=1.[F:20][C:21]1[N:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1>>[F:20][C:21]1[N:26]=[CH:25][C:24]([C:2]2[C:10]3[N:9]4[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]4=[C:7]([CH3:17])[C:6]=3[CH:5]=[C:4]([C:18]#[N:19])[CH:3]=2)=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 2783397(6-Fluoropyridin-3-yl)boronic acidHCID 90036394HCID 90036394, compound2×

Product 1

HCID 90035842HCID 90035842, compound

Procedure

The title compound, off-white solid (41 mg, 49%), MS (ISP) m/z=335.5 [(M+H)+], mp 280° C., was prepared in accordance with the general method of example 1 from 7-bromo-11-methyl-1-oxo-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indole-9-carbonitrile (intermediate 17) (79.5 mg, 0.25 mmol) and commercially available 6-fluoro-pyridin-3-ylboronic acid (45.8 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-24684a2567734cbd95ddf7b5ad3037fd
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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