Phenylboronic Acid → HCID 90036361, compound

HRID 925889Notes

Reaction equation

HRID 925889 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.[C:19]1(B(O)O)[CH:24]=[CH:23][CH:22]=[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:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[C:10]=3[N:9]2[CH2:11][CH2:12][CH2:13][NH:14]1

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 90035869HCID 90035869, compound2×

Product 1

HCID 90036361HCID 90036361, compound

Procedure

The title compound, light grey solid (66 mg, 88%), MS (ISP) m/z=302.5 [(M+H)+], mp 237.5° 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 phenylboronic acid (39.6 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-8cd1a8855a1240499d13c628c9400780
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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