4-(Methanesulfonyl)phenylboronic acid → HCID 90036416, compound

HRID 925806Notes

Reaction equation

HRID 925806 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=[CH:7][C:6]=2[CH:5]=[C:4]([C:16]#[N:17])[CH:3]=1.[CH3:18][S:19]([C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1)(=[O:21])=[O:20]>>[CH3:18][S:19]([C:22]1[CH:27]=[CH:26][C:25]([C:2]2[C:10]3[N:9]4[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:8]4=[CH:7][C:6]=3[CH:5]=[C:4]([C:16]#[N:17])[CH:3]=2)=[CH:24][CH:23]=1)(=[O:21])=[O:20]

Participants

3

Reactant 2

HCID 27343644-(Methanesulfonyl)phenylboronic acidHCID 90035900HCID 90035900, compound2×

Product 1

HCID 90036416HCID 90036416, compound

Procedure

The title compound, light grey solid (90 mg, 99%), MS (ISP) m/z=366.4 [(M+H)+], mp 329° C., was prepared in accordance with the general method of example 1 from 6-bromo-1-oxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indole-8-carbonitrile (intermediate 15) (72.5 mg, 0.25 mmol) and commercially available 4-methanesulfonyl-phenylboronic acid (65.0 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-fb12d1831d604ed9a1dfd1a9ed755860
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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