Tolylboronic acid → HCID 90036183, compound

HRID 925902Notes

Reaction equation

HRID 925902 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.B(O)(O)[C:20]1[CH:21]=[CH:22][C:23]([CH3:26])=[CH:24][CH:25]=1>>[CH3:26][C:23]1[CH:24]=[CH:25][C:20]([C:2]2[C:10]3[N:9]4[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]4=[CH:7][C:6]=3[CH:5]=[C:4]([C:17]#[N:18])[CH:3]=2)=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 79799Tolylboronic acidHCID 90035869HCID 90035869, compound2×

Product 1

HCID 90036183HCID 90036183, compound

Procedure

The title compound, white solid (74 mg, 94%), MS (ISP) m/z=316.5 [(M+H)+], mp 240.5° 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 p-tolylboronic acid (44.2 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-23edb98bf13242c6aa42223618e1f7ba
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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