(4-Bromo-2-fluorophenyl)hydrazine → N-(6-Bromo-8-fluoro-2,3,4,9-tetrahydro-1H-carbazol-3-yl)-isobutyramide

HRID 545522Notes

Reaction equation

HRID 545522 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[NH:9]N.O=[C:12]1[CH2:17][CH2:16][CH:15]([NH:18][C:19](=[O:23])[CH:20]([CH3:22])[CH3:21])[CH2:14][CH2:13]1>>[Br:8][C:6]1[CH:5]=[C:4]2[C:3](=[C:2]([F:1])[CH:7]=1)[NH:9][C:12]1[CH2:17][CH2:16][CH:15]([NH:18][C:19](=[O:23])[CH:20]([CH3:21])[CH3:22])[CH2:14][C:13]2=1

Participants

3

Reactant 2

HCID 609902(4-Bromo-2-fluorophenyl)hydrazineHCID 215339942-Methyl-N-(4-oxocyclohexyl)propanamide

Product 1

HCID 57431654N-(6-Bromo-8-fluoro-2,3,4,9-tetrahydro-1H-carbazol-3-yl)-isobutyramideYield 32%

Procedure

Prepare the tide compound by essentially following the procedure as described in Preparation 4 (Method 2) with 2-fluoro-4-bromophenylhydrazine (Preparation 14) and N-(4-oxo-cyclohexyl)-isobutyramide, to obtain the title compound as a tan foam in 32% yield. MS (ES): m/z 353, 355 (M+H), 351, 353(M−H); HPLC (Method A): Rt=2.34, (89%).

Workup

  1. customPrepare the tide compound

Sources & evidence

ORD record
ord-09008142521b4e6db4f3215ac170eea5
Source dataset
uspto-grants-2011_05
Patent number
US07935722B2

Reaction notes

Loading…