2-(4-chlorophenyl)-N'-hydroxyethanimidamide → 4-({3-[3-(4-Chlorobenzyl)-1,2,4-oxadiazol-5-yl]-5-(4-ethylphenyl)piperidin-1-yl}carbonyl)-morpholine

HRID 1642901Notes

Reaction equation

HRID 1642901 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]([OH:25])=O)[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].[Cl:26][C:27]1[CH:32]=[CH:31][C:30]([CH2:33][C:34](=[N:36]O)[NH2:35])=[CH:29][CH:28]=1>>[Cl:26][C:27]1[CH:28]=[CH:29][C:30]([CH2:33][C:34]2[N:35]=[C:23]([CH:11]3[CH2:10][CH:9]([C:6]4[CH:7]=[CH:8][C:3]([CH2:1][CH3:2])=[CH:4][CH:5]=4)[CH2:14][N:13]([C:15]([N:17]4[CH2:18][CH2:19][O:20][CH2:21][CH2:22]4)=[O:16])[CH2:12]3)[O:25][N:36]=2)=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 2493452-(4-chlorophenyl)-N'-hydroxyethanimidamideHCID 580022255-(4-Ethylphenyl)-1-(morpholin-4-ylcarbonyl)piperidine-3-carboxylic acid

Product 1

HCID 580025244-({3-[3-(4-Chlorobenzyl)-1,2,4-oxadiazol-5-yl]-5-(4-ethylphenyl)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 41 mg (0.22 mmol, 1.1 eq.) of 2-(4-chlorophenyl)-N′-hydroxyethanimidamide were reacted according to the General Method 1. Yield: 62 mg (63% of theory)

Sources & evidence

ORD record
ord-892479faecf9402785c95774905fe161
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

Loading…