2,4-Difluorophenylboronic acid → HCID 90035996, compound

HRID 925796Notes

Reaction equation

HRID 925796 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.[F:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=1B(O)O>>[F:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=1[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

Participants

3

Reactant 2

HCID 27343342,4-Difluorophenylboronic acidHCID 90036297HCID 90036297, compound2×

Product 1

HCID 90035996HCID 90035996, compound

Procedure

The title compound, off-white solid (49 mg, 58%), MS (ISP) m/z=338.5 [(M+H)+], mp 237° 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 2,4-difluoro-phenylboronic acid (51.3 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-e82c0ef0362a405488241bed90a88f38
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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