4-(Chloromethyl)-5-methyl-2-(2-methylphenyl)-1,3-oxazole → HCID 10094344, compound

HRID 2181244Notes

Reaction equation

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

Participants

Reactant 2

HCID 219742584-(Chloromethyl)-5-methyl-2-(2-methylphenyl)-1,3-oxazole

HCID 69562886HCID 69562886, compound

Product 1

HCID 10094344HCID 10094344, compound

Procedure

In analogy to the procedure described in example 44, rac-3-(1H-indol-5-yl)-2-isopropoxy-propionic acid methyl ester (preparation 8) was reacted with 4-chloromethyl-5-methyl-2-o-tolyl-oxazole to give rac-2-isopropoxy-3-[1-(5-methyl-2-o-tolyl-oxazol-4-ylmethyl)-1H-indol-5-yl]-propionic acid as off-white solid.

Sources & evidence

ORD record: ord-4498b961a2ed4e11ae56b7d0b1268e9d
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06890947B2

Reaction notes

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