Ethyl 3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]-2-hydroxypropionate → Ethyl 2-hydroxy-3-[4-[2-(4-pyridine-2-ylbenzoylamino)ethoxy]phenyl]propionate

HRID 1860075Notes

Reaction equation

HRID 1860075 reaction equation
C(O[C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH:19]([OH:25])[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:14][CH:13]=1)=[O:7])(C)(C)C.Cl.[N:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[C:33]1[CH:41]=[CH:40][C:36](C(Cl)=O)=[CH:35][CH:34]=1>C(N(CC)CC)C>[OH:25][CH:19]([CH2:18][C:15]1[CH:14]=[CH:13][C:12]([O:11][CH2:10][CH2:9][NH:8][C:6](=[O:7])[C:36]2[CH:35]=[CH:34][C:33]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][N:27]=3)=[CH:41][CH:40]=2)=[CH:17][CH:16]=1)[C:20]([O:22][CH2:23][CH3:24])=[O:21]

Participants

4

Reactant 2

HCID 18625730Ethyl 3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]-2-hydroxypropionateHCID 186259104-(2-Pyridinyl)benzoyl Chloride Hydrochloride

Product 1

HCID 18625968Ethyl 2-hydroxy-3-[4-[2-(4-pyridine-2-ylbenzoylamino)ethoxy]phenyl]propionateYield 91%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In a similar manner to that described in Example 126, a reaction was carried out using ethyl 3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]-2-hydroxypropionate (168 mg), 4-pyridine-2-ylbenzoylchloride hydrochloride (126 mg) and triethylamine (0.28 ml) and the reaction mixture was treated to afford the title compound (188 mg) as colorless crystals.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-ddbc3c231a354e7d9245f9d85f3efe5f
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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