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4-(Chloromethyl)-2-(4-ethylphenyl)-5-methyl-1,3-oxazole → (S)-2-Ethoxy-3-{1-[2-(4-ethyl-phenyl)-5-methyl-oxazol-4-ylmethyl]-1H-indol-5-yl}-propionic Acid

HRID 2181209
Notes
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Reaction equation

HRID 2181209 reaction equation
C[O:2][C:3](=[O:18])[C@@H:4]([O:15][CH2:16][CH3:17])[CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][CH:10]=[CH:9]2.Cl[CH2:20][C:21]1[N:22]=[C:23]([C:27]2[CH:32]=[CH:31][C:30]([CH2:33][CH3:34])=[CH:29][CH:28]=2)[O:24][C:25]=1[CH3:26]>>[CH2:16]([O:15][C@@H:4]([CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH2:20][C:21]1[N:22]=[C:23]([C:27]3[CH:28]=[CH:29][C:30]([CH2:33][CH3:34])=[CH:31][CH:32]=3)[O:24][C:25]=1[CH3:26])[CH:10]=[CH:9]2)[C:3]([OH:2])=[O:18])[CH3:17]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 160030334-(Chloromethyl)-2-(4-ethylphenyl)-5-methyl-1,3-oxazoleHCID 69563912(S)-2-ethoxy-3-(1H-indol-5-yl)-propionic acid methyl ester

Product 1

HCID 10455512(S)-2-Ethoxy-3-{1-[2-(4-ethyl-phenyl)-5-methyl-oxazol-4-ylmethyl]-1H-indol-5-yl}-propionic AcidYield 47%

Procedure

Starting from (S)-2-ethoxy-3-(1H-indol-5-yl)-propionic acid methyl ester and 4-chloromethyl-2-(4-ethyl-phenyl)-5-methyl-oxazole, the title compound was obtained in 47% yield as a colourless solid. MS: (M−H)− 431.3.

Sources & evidence

ORD record
ord-fb7ef0ee579648d08219b6c3bf77eac2
Source dataset
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06890947B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes