Benzhydrylpiperazine → HCID 67235139, compound

HRID 393984Notes

Reaction equation

HRID 393984 reaction equation
[C:1]1([CH:7]2[O:11][CH2:10][N:9]([C:12](=[O:25])[C:13]3[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[C:15]([O:23][CH3:24])[CH:14]=3)[CH:8]2[C:26](O)=[O:27])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:29]1([CH:35]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[N:36]2[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.C([N:51](CC)C(C)C)(C)C.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F>C(Cl)Cl>[CH:35]([N:36]1[CH2:37][CH2:38][N:39]([NH:51][C:26]([CH:8]2[CH:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[O:11][CH2:10][N:9]2[C:12](=[O:25])[C:13]2[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[C:15]([O:23][CH3:24])[CH:14]=2)=[O:27])[CH2:40][CH2:41]1)([C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1

Participants

6

Reactant 4

HCID 70048BenzhydrylpiperazineHCID 81531DiisopropylethylamineHCID 2724699PyBOPHCID 22646456HCID 22646456, compound

Product 1

HCID 67235139HCID 67235139, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-Phenyl-3-(3,4,5-trimethoxybenzoyl)-oxazolidine-4-carboxylic acid (12) (120 mg; 0.310 mmol) is dissolved in methylene chloride (3 mL) at ambient temperature. 1-(Diphenylmethyl)piperazine (94 mg; 0.372 mmol), N,N-diisopropylethylamine (128 mg; 0.99 mmol) and PyBOP (193 mg; 0.372 mmol) are added sequentially. The reaction is stirred for 1 hour at room temperature, then concentrated under reduced pressure. The residue is purified via silica gel chromatography (30%→60% ethyl acetate in hexanes) affording the desired product as a white solid. CIMS: MH+ 622

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue is purified via silica gel chromatography (30%→60% ethyl acetate in hexanes)

Sources & evidence

ORD record
ord-e5abc80bf17a4254acba578cb921a85e
Source dataset
uspto-grants-2004_10
Patent number
US06809093B2

Reaction notes

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