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1-Bromodecane → 3-{6-[2-(4-Methoxycarbonylphenyl)-ethinyl]-3-decyloxy-2-pyridyl}-propionic acid methyl ester

HRID 55269
Notes
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Reaction equation

HRID 55269 reaction equation
[CH3:1][O:2][C:3](=[O:25])[CH2:4][CH2:5][C:6]1[C:11]([OH:12])=[CH:10][CH:9]=[C:8]([C:13]#[C:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([O:23][CH3:24])=[O:22])=[CH:17][CH:16]=2)[N:7]=1.[CH2:26](Br)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]>>[CH3:1][O:2][C:3](=[O:25])[CH2:4][CH2:5][C:6]1[C:11]([O:12][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[CH:10][CH:9]=[C:8]([C:13]#[C:14][C:15]2[CH:16]=[CH:17][C:18]([C:21]([O:23][CH3:24])=[O:22])=[CH:19][CH:20]=2)[N:7]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 81731-BromodecaneHCID 541817313-{3-Hydroxy-6-[2-(4-methoxycarbonylphenyl)-ethinyl]-2-pyridyl}-propionic acid methyl ester

Product 1

HCID 538495733-{6-[2-(4-Methoxycarbonylphenyl)-ethinyl]-3-decyloxy-2-pyridyl}-propionic acid methyl esterYield 75.1%

Procedure

Under the conditions of example 1 D, 500 mg of 3-{3-hydroxy-6-[2-(4-methoxycarbonylphenyl)-ethinyl]-2-pyridyl}-propionic acid methyl ester is reacted with 358 mg of 1-decyl bromide and worked up. 531 mg of 3-{6-[2-(4-methoxycarbonylphenyl)-ethinyl]-3-decyloxy-2-pyridyl}-propionic acid methyl ester of melting point 88°-90° C. is obtained.

Sources & evidence

ORD record
ord-b774aba3e6684786b9cf5a41b3bd4b83
Source dataset
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05624943

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes