Water → HCID 54317914, compound

HRID 1816737Notes

Reaction equation

HRID 1816737 reaction equation
Cl.Cl.[C:3]1([CH:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH2:26][CH2:25][N:24]([C:27]5[CH:35]=[CH:34][C:30]([C:31]([OH:33])=[O:32])=[CH:29][CH:28]=5)[CH2:23][CH2:22]4)=[CH:17][CH:16]=3)[CH2:11][CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.O[N:37]1[C:41]2[CH:42]=[CH:43][CH:44]=[CH:45][C:40]=2[N:39]=[N:38]1.C(N=C=NCCCN(C)C)C.O>ClCCl>[N:37]1([O:32][C:31](=[O:33])[C:30]2[CH:29]=[CH:28][C:27]([N:24]3[CH2:23][CH2:22][N:21]([C:18]4[CH:17]=[CH:16][C:15]([N:12]5[CH2:13][CH2:14][CH:9]([C:3]6[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=6)[CH2:10][CH2:11]5)=[CH:20][CH:19]=4)[CH2:26][CH2:25]3)=[CH:35][CH:34]=2)[C:41]2[CH:42]=[CH:43][CH:44]=[CH:45][C:40]=2[N:39]=[N:38]1

Participants

6

Reactant 4

HCID 962WaterHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 69677714HCID 69677714, compound

Product 1

HCID 54317914HCID 54317914, compoundYield 60.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a suspension of 4-[4-[4-(4-phenylpiperidin-1-yl)phenyl]piperazin-1-yl]benzoic acid dihydrochloride salt (0.62 g) and 1-hydroxybenzotriazole (0.2 g) in dichloromethane (12 ml) was added 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (0.22 g) and stirred for 22 hours at ambient temperature. The reaction mixture was added to a mixture of water and dichloromethane. The organic layer was taken and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was evaporated under reduced pressure to give 4-[4-[4-(4-phenylpiperidin-1-yl)phenyl]piperazin-1-yl]benzoic acid benzotriazol-1-yl ester (0.41 g).

Workup

  1. dry with materialdried over magnesium sulfate
  2. filtrationThe magnesium sulfate was filtered off
  3. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-0788508744974ecc8669d5ad349e15eb
Source dataset
uspto-grants-2005_04
Patent number
US06884868B1

Reaction notes

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