3-Fluorobenzyl bromide → HCID 67197367, compound

HRID 545527Notes

Reaction equation

HRID 545527 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH2:9][CH2:8][C@@H:7]([NH:15][C:16](=[O:20])[CH:17]([CH3:19])[CH3:18])[CH2:6][C:5]2=1.Br[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25](F)[CH:24]=1>>[CH2:22]([N:11]1[C:10]2[CH2:9][CH2:8][C@@H:7]([NH:15][C:16](=[O:20])[CH:17]([CH3:18])[CH3:19])[CH2:6][C:5]=2[C:4]2[C:12]1=[CH:13][CH:14]=[C:2]([Br:1])[CH:3]=2)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 680073-Fluorobenzyl bromideHCID 59161318HCID 59161318, compound

Product 1

HCID 67197367HCID 67197367, compound

Procedure

Alkylate (R)-N-(6-Bromo-2,3,4,9-tetrahydro-1H-carbazol-3-yl)isobutyramide with 1-bromomethyl-3-fluorobenzene using procedures essentially as described in Example 1 to give the title compound. MS (ES): m/z 443 (M+1), 445 (M+1+2); m.p.=204-207° C. (Alkylate the S isomer in a similar fashion to obtain (S)-N-(9-Benzyl-6-bromo-2,3,4,9-tetrahydro-1H-carbazol-3-yl)isobutyramide.)

Sources & evidence

ORD record
ord-6282ac7daad044c2ab37a13edc9093e7
Source dataset
uspto-grants-2011_05
Patent number
US07935722B2

Reaction notes

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