2-(3-Bromophenyl)pyridine → (S)-2-(3-Pyridin-2-yl-phenylamino)-3-(3,4,5-trimethoxy-phenyl)-propionic acid

HRID 1765939Notes

Reaction equation

HRID 1765939 reaction equation
[C:1]1([C:25]2C=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][C@@H:8]([CH2:12][C:13]2[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[C:15]([O:23][CH3:24])[CH:14]=2)[C:9]([OH:11])=[O:10])[CH:2]=1.BrC1C=C(C2C=CC=C[N:39]=2)C=CC=1>>[N:39]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[C:1]1[CH:2]=[C:3]([NH:7][C@@H:8]([CH2:12][C:13]2[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[C:15]([O:23][CH3:24])[CH:14]=2)[C:9]([OH:11])=[O:10])[CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 111155062-(3-Bromophenyl)pyridineHCID 11384247(S)-2-(Biphenyl-3-ylamino)-3-(3,4,5-trimethoxy-phenyl)-propionic acid

Product 1

HCID 67492683(S)-2-(3-Pyridin-2-yl-phenylamino)-3-(3,4,5-trimethoxy-phenyl)-propionic acid

Procedure

The title compound is prepared as described for (S)-2-(Biphenyl-3-ylamino)-3-(3,4,5-trimethoxy-phenyl)-propionic acid (example 1) but using 2-(3-Bromo-phenyl)-pyridine. Purification by MPLC (CH3CN/H2O/TFA) afforded the title compound; ES-MS: 409.2 [M+H]+; HPLC: single peak at tR=6.64 min (System 1).

Workup

  1. customThe title compound is prepared
  2. customPurification by MPLC (CH3CN/H2O/TFA)

Sources & evidence

ORD record
ord-93382f342e2842a99eb6ab0199503b26
Source dataset
uspto-grants-2007_06
Patent number
US07229617B2

Reaction notes

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