(Pyridin-4-yl)boronic acid → HCID 90036554, compound

HRID 925886Notes

Reaction equation

HRID 925886 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]([C:17]#[N:18])[CH:3]=1.[N:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1>>[O:16]=[C:15]1[C:8]2=[CH:7][C:6]3[CH:5]=[C:4]([C:17]#[N:18])[CH:3]=[C:2]([C:22]4[CH:23]=[CH:24][N:19]=[CH:20][CH:21]=4)[C:10]=3[N:9]2[CH2:11][CH2:12][CH2:13][NH:14]1

Participants

3

Reactant 2

HCID 2734379(Pyridin-4-yl)boronic acidHCID 90035869HCID 90035869, compound2×

Product 1

HCID 90036554HCID 90036554, compound

Procedure

The title compound, white solid (64 mg, 85%), MS (ISP) m/z=303.5 [(M+H)+], mp 278.5° C., was prepared in accordance with the general method of example 1 from 7-bromo-1-oxo-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indole-9-carbonitrile (intermediate 20) (76.0 mg, 0.25 mmol) and commercially available pyridin-4-ylboronic acid (39.9 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-a58cb0077a134e72902dce03afef3ce4
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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