4-Chlorophenylboronic acid → HCID 90036118, compound

HRID 925659Notes

Reaction equation

HRID 925659 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]([F:17])[CH:3]=1.[Cl:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1>>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:2]2[C:10]3[N:9]4[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]4=[CH:7][C:6]=3[CH:5]=[C:4]([F:17])[CH:3]=2)=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 90036075HCID 90036075, compound2×

Product 1

HCID 90036118HCID 90036118, compound

Procedure

The title compound, light grey solid (78 mg, 95%), MS (ISP) m/z=329.2 [(M+H)+], mp 263.5° C., was prepared in accordance with the general method of example 1 from 7-bromo-9-fluoro-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indol-1-one (intermediate 2) (74.3 mg, 0.25 mmol) and commercially available 4-chloro-phenylboronic acid (50.8 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-eac7c7dd081d407281b9151057d4958c
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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