4-Phenylpiperidin-4-ol → 1-(3-(3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-9H-beta-carbolin-9-yl)-1-propyl)-4-phenylpiperidin-4-ol hydrochloride

HRID 355819Notes

Reaction equation

HRID 355819 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:17]2[CH:16]=[N:15][C:14]([C:18]3[O:22][N:21]=[C:20]([CH:23]4[CH2:25][CH2:24]4)[N:19]=3)=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2.[C:26]1([C:32]2([OH:38])[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CN(C=O)C>[ClH:1].[CH:23]1([C:20]2[N:19]=[C:18]([C:14]3[N:15]=[CH:16][C:17]4[N:5]([CH2:4][CH2:3][CH2:2][N:35]5[CH2:34][CH2:33][C:32]([C:26]6[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=6)([OH:38])[CH2:37][CH2:36]5)[C:6]5[C:11]([C:12]=4[CH:13]=3)=[CH:10][CH:9]=[CH:8][CH:7]=5)[O:22][N:21]=2)[CH2:25][CH2:24]1

Participants

4

Reactant 2

HCID 963874-Phenylpiperidin-4-olHCID 189407279-(3-Chloro-1-propyl)-3-(3-cyclopropyl-1,2,4-oxadiazol-5-yl)-9H-beta-carboline

Product 1

HCID 189407241-(3-(3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-9H-beta-carbolin-9-yl)-1-propyl)-4-phenylpiperidin-4-ol hydrochlorideYield 12%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound was synthesized by mixing (Compound 6) (0.76 g, 2.2 mmol), 4-phenylpiperidin-4-ol (0.48 g, 2.7 mmol), TEA (0.55 g, 5.4 mmol) in DMF, in the same manner as illusterated in example 3. The compound was isolated as the hydrochloride (0.15 g, 12%) as an yellow solid. M.p. 184°-185° C.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-356cb7e0151f4816a48f1aea82d4b2b1
Source dataset
uspto-grants-1998_11
Patent number
US05834482

Reaction notes

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