Hydrochloric Acid → 1-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(2-thenoylamino)-4-phenyl-piperid-1-yl]propyl]piperidine hydrochloride monohydrate

HRID 50074Notes

Reaction equation

HRID 50074 reaction equation
[NH2:1][C:2]1([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][CH2:10][C:11]2([C:25]3[CH:30]=[CH:29][C:28]([Cl:31])=[C:27]([Cl:32])[CH:26]=3)[CH2:16][CH2:15][CH2:14][N:13]([C:17](=[O:24])[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:12]2)[CH2:4][CH2:3]1.C(N(CC)CC)C.[C:46]1([C:51](Cl)=[O:52])[S:50][CH:49]=[CH:48][CH:47]=1.Cl>C(Cl)Cl>[OH2:24].[ClH:31].[C:17]([N:13]1[CH2:14][CH2:15][CH2:16][C:11]([C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[C:27]([Cl:32])[CH:26]=2)([CH2:10][CH2:9][CH2:8][N:5]2[CH2:4][CH2:3][C:2]([NH:1][C:51](=[O:52])[C:46]3[S:50][CH:49]=[CH:48][CH:47]=3)([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH2:7][CH2:6]2)[CH2:12]1)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 789282-Thiophenecarbonyl chlorideHCID 152855913-[3-(4-Amino-4-phenylpiperid-1-yl)propyl]-1-benzoyl-3-(3,4-dichlorophenyl)-piperidine

Product 1

HCID 227417571-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(2-thenoylamino)-4-phenyl-piperid-1-yl]propyl]piperidine hydrochloride monohydrateYield 101.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

This compound is prepared by the procedure described in step B of EXAMPLE 19, starting from 1.5 g of the compound obtained in step A of EXAMPLE 19, 0.55 g of triethylamine and 0.4 g of 2-thenoyl chloride in 10 ml of DCM. The residue is chromatographed on silica H using DCM and then a DCM/MeOH mixture (95/5; v/v) as the eluent. The product obtained is taken up with DCM and acidified to pH I by the addition of ethereal hydrogen chloride and the precipitate obtained is filtered off to give 0.99 g of the expected product, m.p.=198-200° C.

Workup

  1. customThis compound is prepared by the procedure
  2. customThe residue is chromatographed on silica H
  3. customThe product obtained
  4. customthe precipitate obtained
  5. filtrationis filtered off

Sources & evidence

ORD record
ord-86bda05a256a40c0b88b717591b10a66
Source dataset
uspto-grants-2004_03
Patent number
US06710042B2

Reaction notes

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