1-Benzyl-4-[10-(2-tetrahydropyranyloxy)decyl]piperazine → HCID 19021618, compound

HRID 1646918Notes

Reaction equation

HRID 1646918 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][O:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][O:26]2)[CH2:10][CH2:9]1)C1C=CC=CC=1>C(O)C.[C].[Pd]>[O:26]1[CH2:27][CH2:28][CH2:29][CH2:30][CH:25]1[O:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 1

HCID 190216141-Benzyl-4-[10-(2-tetrahydropyranyloxy)decyl]piperazine

Product 1

HCID 19021618HCID 19021618, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A 583 mg (1.40 mmoles) quantity of 1-benzyl-4-[10-(2-tetrahydropyranyloxy)decyl]piperazine was dissolved in 20 ml of ethanol, and 200 mg of 10% palladium-carbon was added thereto and the mixture was shaken at 3 atm. for 8 hours under a hydrogen atmosphere. The catalyst was filtered off and the filtrate was evaporated to dryness, giving 375 mg (yield: 82%) of N-[10-(2-tetrahydropyranyloxy)decyl]piperazine. Then, using N-t-butoxycarbonylphenylglycine and N-[10-(2-tetrahydropyranyloxy)decyl]piperazine, 1-(2-amino-2-phenylacetyl)-4-[10-(2-tetrahydropyranyloxy)decyl]piperazine was prepared in the same manner as in Reference Example 1. The obtained product was treated by the same procedure as in Reference Example 3, giving 384 mg (yield: 75%) of 1-(2-amino-2-phenylethyl) -4-[10-(2tetrahydropyranyloxy)decyl]piperazine.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-fd328f5ca30c472fa363f2802a484f57
Source dataset
uspto-grants-1993_01
Patent number
US05182284

Reaction notes

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