3,4-Difluorobenzeneboronic acid → HCID 90035976, compound

HRID 925811Notes

Reaction equation

HRID 925811 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=[C:7]([CH3:17])[C:6]=2[CH:5]=[C:4]([C:18]#[N:19])[CH:3]=1.[F:20][C:21]1[CH:22]=[C:23](B(O)O)[CH:24]=[CH:25][C:26]=1[F:27]>>[F:20][C:21]1[CH:22]=[C:23]([C:2]2[C:10]3[N:9]4[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]4=[C:7]([CH3:17])[C:6]=3[CH:5]=[C:4]([C:18]#[N:19])[CH:3]=2)[CH:24]=[CH:25][C:26]=1[F:27]

Participants

3

Reactant 2

HCID 27343373,4-Difluorobenzeneboronic acidHCID 90036394HCID 90036394, compound2×

Product 1

HCID 90035976HCID 90035976, compound

Procedure

The title compound, white solid (54 mg, 62%), MS (ISP) m/z=352.5 [(M+H)+], mp 278° C., was prepared in accordance with the general method of example 1 from 7-bromo-11-methyl-1-oxo-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indole-9-carbonitrile (intermediate 17) (79.5 mg, 0.25 mmol) and commercially available 3,4-difluoro-phenylboronic acid (51.3 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-284ef4d88c364749aa24250a0141c3b0
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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