N-(4-Phenylpiperidin-4-yl)acetamide → HCID 18930314, compound

HRID 1682772Notes

Reaction equation

HRID 1682772 reaction equation
C([O:4][CH:5]([C:33]1[N:37]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[N:36]=[N:35][CH:34]=1)[CH:6]([C:25]1[CH:30]=[CH:29][C:28]([Cl:31])=[C:27]([Cl:32])[CH:26]=1)[CH2:7][CH2:8][N:9]1[CH2:14][CH2:13][C:12]([NH:21][C:22](=[O:24])[CH3:23])([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:11][CH2:10]1)(=O)C.C(NC1(C2C=CC=CC=2)CCNCC1)(=O)C.C(OC(C1N(C2C=CC=CC=2)N=NC=1)C(C1C=CC(Cl)=C(Cl)C=1)CC=O)(=O)C>>[Cl:32][C:27]1[CH:26]=[C:25]([CH:6]([CH2:7][CH2:8][N:9]2[CH2:10][CH2:11][C:12]([NH:21][C:22](=[O:24])[CH3:23])([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:13][CH2:14]2)[CH:5]([C:33]2[N:37]([C:38]3[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=3)[N:36]=[N:35][CH:34]=2)[OH:4])[CH:30]=[CH:29][C:28]=1[Cl:31]

Participants

4

Reactant 3

HCID 15886675N-(4-Phenylpiperidin-4-yl)acetamideHCID 18930293HCID 18930293, compoundHCID 18930304HCID 18930304, compound

Product 1

HCID 18930314HCID 18930314, compound

Procedure

5-[(1RS,2SR)-1-acetoxy-2-(3,4-dichlorophenyl)-4-(4-acetamido-4-phenylpiperidino)butyl]-1-phenyl-1,2,3-(1H)-triazole. Using a procedure similar to that described in Example 7, except using 4-acetamido-4-phenylpiperidine as the amine component, and 5-[(1RS,2SR)-1-acetoxy-2-(3,4-dichlorophenyl)-4-oxobutyl]-1-phenyl-1,2,3-(1H)-triazole as the aldehyde component, the coupling product was prepared as a white foam (61%); NMR: 7.75 (s,1), 7.50-7.01 (m,10), 6.79 (d,1), 6.53 (dd,1), 5.94 (d, 1), 5.41 (s,H), 3.03 (m,1), 2.65-2.45 (m,2), 2.33 (m,2), 2.16 (s,3), 2.10-1.98 (m,6), 1.97 (s,3), 1.65 (broad m,2).

Sources & evidence

ORD record
ord-7773ae7744004436bb653295e82ffb3b
Source dataset
uspto-grants-1997_06
Patent number
US05635509

Reaction notes

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