3,4-Difluorobenzeneboronic acid → HCID 118341135, compound

HRID 925686Notes

Reaction equation

HRID 925686 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]([Cl:18])[CH:3]=1.[F:19][C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][C:25]=1[F:26]>>[Cl:18][C:4]1[CH:3]=[C:2]([C:23]2[CH:22]=[CH:21][C:20]([F:19])=[C:25]([F:26])[CH:24]=2)[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]=1

Participants

3

Reactant 2

HCID 27343373,4-Difluorobenzeneboronic acidHCID 90035933HCID 90035933, compound2×

Product 1

HCID 118341135HCID 118341135, compound

Procedure

The title compound, white solid (71 mg, 79%), MS (ISP) m/z=361.4 [(M+H)+], mp 254° C., was prepared in accordance with the general method of example 1 from 7-bromo-9-chloro-11-methyl-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indol-1-one (intermediate 13) (81.9 mg, 0.25 mmol) and commercially available 3,4-difluoro-phenylboronic acid (51.3 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-c4c9043675d24e38a28593f9d477c14b
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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