Triethylamine → HCID 178468883, compound

HRID 973240Notes

Reaction equation

HRID 973240 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[C:7]([O:9][CH2:10][CH3:11])=[O:8].C(N(CC)CC)C.N#N.Cl.[CH3:22][O:23][C:24]1[CH:25]=[C:26]2[C:31](=[CH:32][CH:33]=1)[CH:30]=[C:29]([S:34]([NH:37][C@H:38]([C:46](Cl)=[O:47])[CH2:39][CH2:40][CH2:41][NH:42][C:43](=[NH:45])[NH2:44])(=[O:36])=[O:35])[CH:28]=[CH:27]2>C(Cl)(Cl)Cl>[CH3:22][O:23][C:24]1[CH:25]=[C:26]2[C:31](=[CH:32][CH:33]=1)[CH:30]=[C:29]([S:34]([NH:37][C@H:38]([C:46]([N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:47])[CH2:39][CH2:40][CH2:41][NH:42][C:43](=[NH:44])[NH2:45])(=[O:36])=[O:35])[CH:28]=[CH:27]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27517Ethyl piperidine-2-carboxylateHCID 178487595HCID 178487595, compound

Product 1

HCID 178468883HCID 178468883, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a stirred solution of 2.2 g of ethyl 2-piperidinecarboxylate and 4.1 ml of triethylamine in 50 ml of chloroform, which was cooled in an ice-salt bath, was added in portions N2 -(6-methoxy-2-naphthalenesulfonyl)-L-arginyl chloride hydrochloride obtained above. The reaction mixture was stirred overnight at room temperature. At the end of this period, 500 ml of chloroform was added and the chloroform solution was washed twice with 50 ml of saturated sodium chloride solution, dried over Na2SO4 and evaporated in vacuo. The oily residue was washed with ether to give 2.9 g of powdery ethyl 1-[N2 -(6-methoxy-2-naphthalenesulfonyl)-L-arginyl]-2-piperidinecarboxylate.

Workup

  1. customobtained above
  2. washthe chloroform solution was washed twice with 50 ml of saturated sodium chloride solution
  3. dry with materialdried over Na2SO4
  4. customevaporated in vacuo
  5. washThe oily residue was washed with ether

Sources & evidence

ORD record
ord-a25d45cbedb8487392b07d39b456d579
Source dataset
uspto-grants-1977_10
Patent number
US04055651

Reaction notes

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