3-Pyridinylboronic acid → HCID 73335706, compound

HRID 925878Notes

Reaction equation

HRID 925878 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][CH:22]=[C:21](B(O)O)[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:21]4[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=4)[C:10]=3[N:9]2[CH2:11][CH2:12][CH2:13][NH:14]1

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 90035869HCID 90035869, compound2×

Product 1

HCID 73335706HCID 73335706, compound

Procedure

The title compound, white solid (38 mg, 50%), MS (ISP) m/z=303.5 [(M+H)+], mp 252° 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-3-ylboronic acid (39.9 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-699032657bb44dda9e6b198b3415f1e6
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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