3-Fluorobenzyl bromide → N-[6-Bromo-8-fluoro-9-(3-fluoro-benzyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-isobutyramide

HRID 545526Notes

Reaction equation

HRID 545526 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([F:15])[CH:14]=1)[NH:11][C:10]1[CH2:9][CH2:8][CH:7]([NH:16][C:17](=[O:21])[CH:18]([CH3:20])[CH3:19])[CH2:6][C:5]2=1.[F:22][C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][CH:30]=1)[CH2:26]Br>>[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([F:15])[CH:14]=1)[N:11]([CH2:26][C:25]1[CH:28]=[CH:29][CH:30]=[C:23]([F:22])[CH:24]=1)[C:10]1[CH2:9][CH2:8][CH:7]([NH:16][C:17](=[O:21])[CH:18]([CH3:19])[CH3:20])[CH2:6][C:5]2=1

Participants

3

Reactant 2

HCID 680073-Fluorobenzyl bromideHCID 57431654N-(6-Bromo-8-fluoro-2,3,4,9-tetrahydro-1H-carbazol-3-yl)-isobutyramide

Product 1

HCID 59161271N-[6-Bromo-8-fluoro-9-(3-fluoro-benzyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-isobutyramideYield 36%

Procedure

Prepare the title compound by essentially following the procedure as described in Example 96 with N-(6-bromo-8-fluoro-2,3,4,9-tetrahydro-1H-carbazol-3-yl)-isobutyramide (Preparation 19) and 3-fluorobenzyl bromide, to obtain the title compound as a white solid in 36% yield. MS (ES): m/z 461,463 (M+1), 459, 461 (M−1); HPLC (Method A): Rt=4.60 (92%).

Sources & evidence

ORD record
ord-098581a6e2ad4439880c1c0e8692d259
Source dataset
uspto-grants-2011_05
Patent number
US07935722B2

Reaction notes

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