4-Fluorophenylboronic acid → HCID 73334921, compound

HRID 925666Notes

Reaction equation

HRID 925666 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[C:5]([F:17])=[C:4]([F:18])[CH:3]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1>>[F:18][C:4]1[CH:3]=[C:2]([C:23]2[CH:24]=[CH:25][C:20]([F:19])=[CH:21][CH:22]=2)[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[C:5]=1[F:17]

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 90035866HCID 90035866, compound2×

Product 1

HCID 73334921HCID 73334921, compound

Procedure

The title compound, light grey solid (79 mg, 96%), MS (ISP) m/z=331.2 [(M+H)+], mp 287° C., was prepared in accordance with the general method of example 1 from 7-bromo-9,10-difluoro-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indol-1-one (intermediate 5) (78.8 mg, 0.25 mmol) and commercially available 4-fluoro-phenylboronic acid (45.5 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-16a0f2e5306d4ac5866c916494e507ac
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

Loading…