4-Chloro-3-(trifluoromethyl)benzeneboronic acid → HCID 90036490, compound

HRID 925910Notes

Reaction equation

HRID 925910 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.[Cl:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][C:21]=1[C:29]([F:32])([F:31])[F:30]>>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([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:22][C:21]=1[C:29]([F:30])([F:31])[F:32]

Participants

3

Reactant 2

HCID 27826714-Chloro-3-(trifluoromethyl)benzeneboronic acidHCID 90036297HCID 90036297, compound2×

Product 1

HCID 90036490HCID 90036490, compound

Procedure

The title compound, light yellow solid (77 mg, 76%), MS (ISP) m/z=404.4 [(M+H)+], mp 278° 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-chloro-3-trifluoromethyl-phenylboronic acid (72.9 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-9dcac9b445864ea3b9eb86b6ccf12a67
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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