4-Bromophenylhydrazine hydrochloride → HCID 46898134, compound

HRID 602793Notes

Reaction equation

HRID 602793 reaction equation
[CH3:1][O:2][C:3](=[O:17])[C:4]([S:13]([CH3:16])(=[O:15])=[O:14])([CH:6]1[CH2:11][CH2:10][CH2:9][C:8](=O)[CH2:7]1)[CH3:5].Cl.[Br:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26]N)=[CH:22][CH:21]=1>>[CH3:1][O:2][C:3](=[O:17])[C:4]([CH:6]1[CH2:11][CH2:10][C:9]2[C:24]3[C:23](=[CH:22][CH:21]=[C:20]([Br:19])[CH:25]=3)[NH:26][C:8]=2[CH2:7]1)([S:13]([CH3:16])(=[O:15])=[O:14])[CH3:5]

Participants

3

Reactant 2

HCID 121574-Bromophenylhydrazine hydrochlorideHCID 67266634HCID 67266634, compound

Product 1

HCID 46898134HCID 46898134, compound

Procedure

Analogously to example 1.2, from a racemic mixture of diastereomers of 2-methanesulfonyl-2-(3-oxo-cyclohexyl)-propionic acid methyl ester and (4-bromo-phenyl)-hydrazine hydrochloride were prepared the following 2 racemic diastereomers which could be separated by column chromatography to yield (RS,SR)-2-(6-bromo-2,3,4,9-tetrahydro-1H-carbazol-2-yl)-2-methanesulfonyl-propionic acid methyl ester, MS: 414 (MH+,1Br), and (RR,SS)-2-(6-bromo-2,3,4,9-tetrahydro-1H-carbazol-2-yl)-2-methanesulfonyl-propionic acid methyl ester, MS: 414 (MH+,1Br).

Workup

  1. customwere prepared the following 2 racemic diastereomers which
  2. customcould be separated by column chromatography

Sources & evidence

ORD record
ord-39dbfa8fb24c426a8c4c7cec3940816e
Source dataset
uspto-grants-2011_03
Patent number
US07906546B2

Reaction notes

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