(3,4,5-Trifluorophenyl)boronic Acid (contains varying amounts of Anhydride) → HCID 90036214, compound

HRID 925863Notes

Reaction equation

HRID 925863 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[CH:21]=[C:22](B(O)O)[CH:23]=[C:24]([F:27])[C:25]=1[F:26]>>[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:22]4[CH:21]=[C:20]([F:19])[C:25]([F:26])=[C:24]([F:27])[CH:23]=4)[C:10]=3[N:9]2[CH2:11][CH2:12][CH2:13][NH:14]1

Participants

3

Reactant 2

HCID 2734671(3,4,5-Trifluorophenyl)boronic Acid (contains varying amounts of Anhydride)HCID 90035869HCID 90035869, compound2×

Product 1

HCID 90036214HCID 90036214, compound

Procedure

The title compound, light grey solid (72 mg, 81%), MS (ISP) m/z=356.4 [(M+H)+], mp 248.5° 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 3,4,5-trifluoro-phenylboronic acid (57.2 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-fe10fbc05c03449080d0f8749c1c05f1
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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