Triethylamine → HCID 178465576, compound

HRID 2186128Notes

Reaction equation

HRID 2186128 reaction equation
Cl.[NH2:2][C:3]1[CH:30]=[CH:29][C:6]([CH2:7][N:8]2[CH2:13][CH2:12][N:11]([S:14]([C:17]3[CH:26]=[CH:25][C:24]4[C:19](=[CH:20][CH:21]=[C:22]([Cl:27])[CH:23]=4)[CH:18]=3)(=[O:16])=[O:15])[CH2:10][C:9]2=[O:28])=[CH:5][CH:4]=1.Cl.[C:32](=[NH:37])(OCC)[CH3:33].C(N(CC)CC)C>CO>[ClH:27].[C:32]([NH:2][C:3]1[CH:30]=[CH:29][C:6]([CH2:7][N:8]2[CH2:13][CH2:12][N:11]([S:14]([C:17]3[CH:26]=[CH:25][C:24]4[C:19](=[CH:20][CH:21]=[C:22]([Cl:27])[CH:23]=4)[CH:18]=3)(=[O:15])=[O:16])[CH2:10][C:9]2=[O:28])=[CH:5][CH:4]=1)(=[NH:37])[CH3:33]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)HCID 23447403HCID 23447403, compound

Product 1

HCID 178465576HCID 178465576, compoundYield 105.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-(4-aminobenzyl)-4-(6-chloronaphthalene-2-sulfonyl)-2-piperazinone hydrochloride (233 mg) in methanol (20 ml) were added ethyl acetimidate hydrochloride (618 mg) and triethylamine (0.836 ml), and the mixture was stirred at room temperature overnight. The solvent was concentrated and purified with CHP20 column chromatography (water:acetonitrile:1 N hydrochloric acid=70:30:1) to give pale yellow amorphous of the title compound (134 mg).

Workup

  1. concentrationThe solvent was concentrated
  2. custompurified with CHP20 column chromatography (water:acetonitrile:1 N hydrochloric acid=70:30:1)

Sources & evidence

ORD record
ord-bf4d0c3996964a2fa70789a2f0de7461
Source dataset
uspto-grants-2002_06
Patent number
US06403595B1

Reaction notes

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