Phenylboronic Acid → HCID 90035874, compound

HRID 925856Notes

Reaction equation

HRID 925856 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]1(B(O)O)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH3:16][C:7]1[C:6]2[CH:5]=[C:4]([C:17]#[N:18])[CH:3]=[C:2]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:10]=2[N:9]2[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:8]=12

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 90036297HCID 90036297, compound2×

Product 1

HCID 90035874HCID 90035874, compound

Procedure

The title compound, light yellow solid (62 mg, 82%), MS (ISP) m/z=302.6 [(M+H)+], mp 253° 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 phenylboronic acid (39.6 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-fe3aa1e47c2842999475d65358eab2b2
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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