3,4-Difluorobenzeneboronic acid → HCID 73335018, compound

HRID 925673Notes

Reaction equation

HRID 925673 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]([CH3:17])[CH:3]=1.[F:18][C:19]1[CH:20]=[C:21](B(O)O)[CH:22]=[CH:23][C:24]=1[F:25]>>[F:18][C:19]1[CH:20]=[C:21]([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]([CH3:17])[CH:3]=2)[CH:22]=[CH:23][C:24]=1[F:25]

Participants

3

Reactant 2

HCID 27343373,4-Difluorobenzeneboronic acidHCID 90037408HCID 90037408, compound2×

Product 1

HCID 73335018HCID 73335018, compound

Procedure

The title compound, white solid (42 mg, 76%), MS (ISP) m/z=327.4 [(M+H)+], mp 231° C., was prepared in accordance with the general method of example 1 from 7-bromo-9-methyl-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indol-1-one (intermediate 11) (50 mg, 0.17 mmol) and commercially available 3,4-difluoro-phenylboronic acid (35 mg, 0.22 mmol).

Sources & evidence

ORD record
ord-6992c46595074551b3cf7c44ce6df53f
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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