(Pyrimidin-5-yl)boronic acid → HCID 90035999, compound

HRID 925888Notes

Reaction equation

HRID 925888 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]=[C:23](B(O)O)[CH:22]=[N: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:23]4[CH:24]=[N:19][CH:20]=[N:21][CH:22]=4)[C:10]=3[N:9]2[CH2:11][CH2:12][CH2:13][NH:14]1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 90035869HCID 90035869, compound2×

Product 1

HCID 90035999HCID 90035999, compound

Procedure

The title compound, off-white solid (13 mg, 17%), MS (ISP) m/z=304.5 [(M+H)+], mp 277° 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 pyrimidin-5-ylboronic acid (40.3 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-241d9292268f45b9a2d60971ca8c2790
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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