5-(4-Ethylphenyl)-1-(morpholin-4-ylcarbonyl)piperidine-3-carboxylic acid → 4-({3-(4-Ethylphenyl)-5-[3-(2-methylphenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}carbonyl)-morpholine

HRID 1642864Notes

Reaction equation

HRID 1642864 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][N:13]([C:15]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[O:16])[CH2:12][CH:11]([C:23](O)=[O:24])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].O[C:27]1([C:34](=[NH:36])[NH2:35])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]1[CH3:33]>>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:10][CH:11]([C:23]3[O:24][N:36]=[C:34]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[CH3:33])[N:35]=3)[CH2:12][N:13]([C:15]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[O:16])[CH2:14]2)=[CH:7][CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 580022255-(4-Ethylphenyl)-1-(morpholin-4-ylcarbonyl)piperidine-3-carboxylic acidHCID 667551761-Hydroxy-2-methylbenzenecarboximidamide

Product 1

HCID 580024584-({3-(4-Ethylphenyl)-5-[3-(2-methylphenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}carbonyl)-morpholine

Procedure

69 mg (0.20 mmol) of 5-(4-ethylphenyl)-1-(morpholin-4-ylcarbonyl)piperidine-3-carboxylic acid (Example 38A) and 33 mg (0.22 mmol, 1.1 eq.) of 1-hydroxy-2-methylbenzenecarboximidamide were reacted according to the General Method 1. Yield: 62 mg (68% of theory)

Sources & evidence

ORD record
ord-51f9f4b6b12944db87bffce3af08702a
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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