Tetrahydrofuran → HCID 15829157, compound

HRID 278543Notes

Reaction equation

HRID 278543 reaction equation
C1COCC1.[Cl:6][CH2:7][C:8]1[CH:16]=[CH:15][C:11]([C:12](Cl)=[O:13])=[CH:10][CH:9]=1.[C:17]([O:21][C:22]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)=[O:23])([CH3:20])([CH3:19])[CH3:18]>C(N(CC)CC)C>[C:17]([O:21][C:22]([N:24]1[CH2:29][CH2:28][N:27]([C:12](=[O:13])[C:11]2[CH:15]=[CH:16][C:8]([CH2:7][Cl:6])=[CH:9][CH:10]=2)[CH2:26][CH2:25]1)=[O:23])([CH3:20])([CH3:18])[CH3:19]

Participants

5

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 701364-(Chloromethyl)benzoyl chlorideHCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 15829157HCID 15829157, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A THF (8 ml) solution of 4-chloromethylbenzoylchloride (5.3 g) was added dropwise at 0° C. to a THF (16 ml) solution of 1-tert-butoxycarbonylpiperazine (5.19 g) and triethylamine (2.82 g) and the solution was stirred at room temperature for 10 minutes. The reaction solution was concentrated and the obtained solid residue was washed with water and ethyl acetate, and dried to give a colorless solid of the title compound (9.44 g).

Workup

  1. concentrationThe reaction solution was concentrated
  2. washthe obtained solid residue was washed with water and ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-18224b7eea2c471d9249a75845bcfd7f
Source dataset
uspto-grants-2002_03
Patent number
US06359134B1

Reaction notes

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