4-tert-Butylphenylboronic acid → HCID 90036362, compound

HRID 925885Notes

Reaction equation

HRID 925885 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]([C:23]1[CH:28]=[CH:27][C:26](B(O)O)=[CH:25][CH:24]=1)([CH3:22])([CH3:21])[CH3:20]>>[C:19]([C:23]1[CH:28]=[CH:27][C:26]([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:25][CH:24]=1)([CH3:22])([CH3:21])[CH3:20]

Participants

3

Reactant 2

HCID 27343204-tert-Butylphenylboronic acidHCID 90035869HCID 90035869, compound2×

Product 1

HCID 90036362HCID 90036362, compound

Procedure

The title compound, white solid (61 mg, 68%), MS (ISP) m/z=358.5 [(M+H)+], mp 215° 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-tert-butyl-phenylboronic acid (57.9 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-0224c1ec6d0f48d083a6a4382601ecde
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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