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

HRID 1108962Notes

Reaction equation

HRID 1108962 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

583 mg (1.40 mmole) 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 hydrogen atmosphere. The catalyst was filtered off and the filtrate was evaporated under reduced pressure 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 was treated in the same procedure as in Reference Examples 1 and 3, giving 384 mg (yield: 75 %) of 1-(2-amino-2-phenylethyl)-4-[10-(2-tetrahydropyranyloxy)decyl]piperazine as a hydrochloride.

Workup

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

Sources & evidence

ORD record
ord-5ce5a6defd6444ef9f11be98205ed5ae
Source dataset
uspto-grants-1994_06
Patent number
US05318970

Reaction notes

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