2,3,4-Trifluorobenzeneboronic acid → HCID 73335898, compound

HRID 925899Notes

Reaction equation

HRID 925899 reaction equation
Br[C:2]1[C:10]2[N:9]3[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]3=[CH:7][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>>[O:16]=[C:15]1[C:8]2=[CH:7][C:6]3[CH:5]=[C:4]([C:17]#[N:18])[CH:3]=[C:2]([C:23]4[CH:22]=[CH:21][C:20]([F:19])=[C:25]([F:26])[C:24]=4[F:27])[C:10]=3[N:9]2[CH2:11][CH2:12][CH2:13][NH:14]1

Participants

3

Reactant 2

HCID 27832802,3,4-Trifluorobenzeneboronic acidHCID 90035869HCID 90035869, compound2×

Product 1

HCID 73335898HCID 73335898, compound

Procedure

The title compound, white solid (18 mg, 20%), MS (ISP) m/z=356.5 [(M+H)+], mp 187° C., was prepared in accordance with the general method of example 1 from 7-bromo-1-oxo-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indole-9-carbonitrile (intermediate 20) (76.0 mg, 0.25 mmol) and commercially available 2,3,4-trifluoro-phenylboronic acid (57.2 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-9f4034a3ed474fd2ae5e52a8bc509b09
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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