4-tert-Butylphenylboronic acid → HCID 73335897, compound

HRID 925895Notes

Reaction equation

HRID 925895 reaction equation
Br[C:2]1[C:10]2[N:9]3[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:8]3=[C:7]([CH3:16])[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][NH:13][C:14](=[O:15])[C:8]4=[C:7]([CH3:16])[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 90036297HCID 90036297, compound2×

Product 1

HCID 73335897HCID 73335897, compound

Procedure

The title compound, off-white solid (72 mg, 81%), MS (ISP) m/z=358.5 [(M+H)+], mp 292° C., was prepared in accordance with the general method of example 1 from 6-bromo-10-methyl-1-oxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indole-8-carbonitrile (intermediate 16) (76 mg, 0.25 mmol) and commercially available 4-tert-butyl-phenylboronic acid (57.9 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-06437c70c37745299270a0ac23ab63a1
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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