2-(4-tert-Butyl-phenyl)-4-Chloromethyloxazole → Rac-3-{1-[2-(4-tert-butyl-phenyl)-oxazol-4-ylmethyl]-2-methyl-1h-indol-5-yl}-2-ethoxy-propionic acid

HRID 2181237Notes

Reaction equation

HRID 2181237 reaction equation
C([O:3][C:4](=[O:20])[CH:5]([O:17][CH2:18][CH3:19])[CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]([CH3:16])=[CH:10]2)C.[C:21]([C:25]1[CH:30]=[CH:29][C:28]([C:31]2[O:32][CH:33]=[C:34]([CH2:36]Cl)[N:35]=2)=[CH:27][CH:26]=1)([CH3:24])([CH3:23])[CH3:22]>>[C:21]([C:25]1[CH:26]=[CH:27][C:28]([C:31]2[O:32][CH:33]=[C:34]([CH2:36][N:12]3[C:13]4[C:9](=[CH:8][C:7]([CH2:6][CH:5]([O:17][CH2:18][CH3:19])[C:4]([OH:3])=[O:20])=[CH:15][CH:14]=4)[CH:10]=[C:11]3[CH3:16])[N:35]=2)=[CH:29][CH:30]=1)([CH3:24])([CH3:23])[CH3:22]

Participants

3

Reactant 2

HCID 223378692-(4-tert-Butyl-phenyl)-4-ChloromethyloxazoleHCID 69563210HCID 69563210, compound

Product 1

HCID 22485698Rac-3-{1-[2-(4-tert-butyl-phenyl)-oxazol-4-ylmethyl]-2-methyl-1h-indol-5-yl}-2-ethoxy-propionic acid

Procedure

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

Sources & evidence

ORD record
ord-5e7fbe25409144d8aca3933a7cc6ec31
Source dataset
uspto-grants-2005_05
Patent number
US06890947B2

Reaction notes

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