5-Methyl-2-phenyl-4-oxazoleacetic acid → N-{[(2S)-4-(3,4-Dichlorobenzyl)morpholin-2-yl]methyl}-2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)acetamide

HRID 2212017Notes

Reaction equation

HRID 2212017 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=1[Cl:17])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][C@@H:8]([CH2:12][NH2:13])[CH2:7]1.[C:18]1([C:24]2[O:25][C:26]([CH3:33])=[C:27]([CH2:29][C:30](O)=[O:31])[N:28]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=1[Cl:17])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][C@@H:8]([CH2:12][NH:13][C:30](=[O:31])[CH2:29][C:27]2[N:28]=[C:24]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[O:25][C:26]=2[CH3:33])[CH2:7]1

Participants

3

Reactant 2

HCID 27751395-Methyl-2-phenyl-4-oxazoleacetic acidHCID 10171585(S)-(4-(3,4-Dichlorobenzyl)morpholin-2-YL)methanamine

Product 1

HCID 68882787N-{[(2S)-4-(3,4-Dichlorobenzyl)morpholin-2-yl]methyl}-2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)acetamideYield 48.5%

Procedure

Example 54 was prepared in an analogous manner to Example 1 using a mixture of Intermediate 9 (0.055 g) and 2-phenyl-5-methyl-4-oxazolylacetic acid (0.050 g) to give the title compound (0.046 g).

Workup

  1. customExample 54 was prepared in an analogous manner to Example 1 using

Sources & evidence

ORD record
ord-0b4539cd12d4491e89b7423a2514a81f
Source dataset
uspto-grants-2006_09
Patent number
US07101882B2

Reaction notes

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