4-(Chloromethyl)-2-(4-isopropylphenyl)-5-methyloxazole → HCID 10049910, compound

HRID 2181254Notes

Reaction equation

C([O:3][C:4](=[O:20])[CH:5]([O:17][CH2:18][CH3:19])[CH2:6][C:7]1[C:8]([CH3:16])=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[CH:10]2)C.Cl[CH2:22][C:23]1[N:24]=[C:25]([C:29]2[CH:34]=[CH:33][C:32]([CH:35]([CH3:37])[CH3:36])=[CH:31][CH:30]=2)[O:26][C:27]=1[CH3:28]>>[CH2:18]([O:17][CH:5]([CH2:6][C:7]1[C:8]([CH3:16])=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:22][C:23]1[N:24]=[C:25]([C:29]3[CH:30]=[CH:31][C:32]([CH:35]([CH3:37])[CH3:36])=[CH:33][CH:34]=3)[O:26][C:27]=1[CH3:28])[CH:11]=[CH:10]2)[C:4]([OH:3])=[O:20])[CH3:19]

Participants

Reactant 2

HCID 219742554-(Chloromethyl)-2-(4-isopropylphenyl)-5-methyloxazole

HCID 69563695Rac-2-ethoxy-3-(4-methyl-1h-indol-5-yl)-propionic acid ethyl ester

Product 1

HCID 10049910HCID 10049910, compound

Procedure

In analogy to the procedure described in example 44, rac-2-ethoxy-3-(4-methyl-1H-indol-5-yl)-propionic acid ethyl ester [preparation 10h)] was reacted with 4-chloromethyl-2-(4-isopropyl-phenyl)-5-methyl-oxazole to give rac-2-ethoxy-3-{1-[2-(4-isopropyl-phenyl)-5-methyl-oxazol-4-ylmethyl]-4-methyl-1H-indol-5-yl}-propionic acid as light yellow solid.

Sources & evidence

ORD record: ord-061b1df9597e41f6b131e660e57a7e67
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06890947B2

Reaction notes

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