4-Nitrophenylboronic acid → HCID 90036111, compound

HRID 925849Notes

Reaction equation

HRID 925849 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]([C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1)([O-:21])=[O:20]>>[N+:19]([C:22]1[CH:27]=[CH:26][C:25]([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:24][CH:23]=1)([O-:21])=[O:20]

Participants

3

Reactant 2

HCID 27735524-Nitrophenylboronic acidHCID 90035869HCID 90035869, compound2×

Product 1

HCID 90036111HCID 90036111, compound

Procedure

The title compound, yellow solid (69 mg, 80%), MS (ISP) m/z=347.5 [(M+H)+], mp 193.5° 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 4-nitro-phenylboronic acid (54.3 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-f05491bb23ae427ba7b7eed404992dfb
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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