2,3,4-Trifluorobenzeneboronic acid → HCID 73335419, compound

HRID 925861Notes

Reaction equation

HRID 925861 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[C:25]([F:26])=[C:24]([F:27])[CH:23]=[CH:22][C:21]=1B(O)O>>[CH3:16][C:7]1[C:6]2[CH:5]=[C:4]([C:17]#[N:18])[CH:3]=[C:2]([C:23]3[CH:22]=[CH:21][C:20]([F:19])=[C:25]([F:26])[C:24]=3[F:27])[C:10]=2[N:9]2[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:8]=12

Participants

3

Reactant 2

HCID 27832802,3,4-Trifluorobenzeneboronic acidHCID 90036297HCID 90036297, compound2×

Product 1

HCID 73335419HCID 73335419, compound

Procedure

The title compound, white solid (17 mg, 19%), MS (ISP) m/z=356.5 [(M+H)+], mp 238° 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 2,3,4-trifluoro-phenylboronic acid (57.2 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-f2dd3a7cd7c14d00a1c886aeb9ca7d09
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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