4-(Chloromethyl)-2-(2-chlorophenyl)-5-methyloxazole → (2S)-3-(1-{[2-(2-chlorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl}-1H-indol-5-yl)-2-ethoxypropanoic acid

HRID 2181201Notes

Reaction equation

HRID 2181201 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][CH:30]=[CH:29][C:28]=2[Cl:33])[O:24][C:25]=1[CH3:26]>>[Cl:33][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=1[C:23]1[O:24][C:25]([CH3:26])=[C:21]([CH2:20][N:11]2[C:12]3[C:8](=[CH:7][C:6]([CH2:5][C@H:4]([O:15][CH2:16][CH3:17])[C:3]([OH:2])=[O:18])=[CH:14][CH:13]=3)[CH:9]=[CH:10]2)[N:22]=1

Participants

3

Reactant 2

HCID 219742564-(Chloromethyl)-2-(2-chlorophenyl)-5-methyloxazoleHCID 69563912(S)-2-ethoxy-3-(1H-indol-5-yl)-propionic acid methyl ester

Product 1

HCID 9549225(2S)-3-(1-{[2-(2-chlorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl}-1H-indol-5-yl)-2-ethoxypropanoic acidYield 56%

Procedure

Starting from (S)-2-ethoxy-3-(1H-indol-5-yl)-propionic acid methyl ester and 4-chloromethyl-2-(2-chloro-phenyl)-5-methyl-oxazole, the title compound was obtained in 56% yield as a pale brown amorphous solid. MS: (M−H)− 437.2.

Sources & evidence

ORD record
ord-ecb67847b00041fa8cc3cc3ef54e87f3
Source dataset
uspto-grants-2005_05
Patent number
US06890947B2

Reaction notes

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