(Pyridin-4-yl)boronic acid → HCID 73335617, compound

HRID 925865Notes

Reaction equation

HRID 925865 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.[N:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1>>[CH3:17][C:7]1[C:6]2[CH:5]=[C:4]([C:18]#[N:19])[CH:3]=[C:2]([C:23]3[CH:24]=[CH:25][N:20]=[CH:21][CH:22]=3)[C:10]=2[N:9]2[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]=12

Participants

3

Reactant 2

HCID 2734379(Pyridin-4-yl)boronic acidHCID 90036394HCID 90036394, compound2×

Product 1

HCID 73335617HCID 73335617, compound

Procedure

The title compound, white solid (64 mg, 81%), MS (ISP) m/z=317.5 [(M+H)+], mp 285° 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 pyridin-4-ylboronic acid (39.9 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-a635b14b766741529230d8fb5ea1c7ce
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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