Triethylamine → 1-cyclopropyl-N-[(2,4-dichlorophenyl)methyl]-3-methyl-5-oxo-2,5-dihydro-1H-pyrrole-2-carboxamide

HRID 546270노트

반응식

HRID 546270 반응식
[CH:1]1([N:4]([CH:16]([C:20]([NH:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=2[Cl:31])=[O:21])[C:17](=O)[CH3:18])[C:5](=[O:15])[CH2:6]P(=O)(OCC)OCC)[CH2:3][CH2:2]1.[Cl-].[Li+].C(N(CC)CC)C>O1CCCC1>[CH:1]1([N:4]2[C:5](=[O:15])[CH:6]=[C:17]([CH3:18])[CH:16]2[C:20]([NH:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=2[Cl:31])=[O:21])[CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 433294Lithium Chloride2회HCID 86644398Diethyl (2-{cyclopropyl[1-({[(2,4-dichlorophenyl)methyl]amino}-carbonyl)-2-oxopropyl]amino}-2-oxoethyl)phosphonate

생성물 1

HCID 250296981-cyclopropyl-N-[(2,4-dichlorophenyl)methyl]-3-methyl-5-oxo-2,5-dihydro-1H-pyrrole-2-carboxamide수율 40.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of diethyl (2-{cyclopropyl[1-({[(2,4-dichlorophenyl)methyl]amino}-carbonyl)-2-oxopropyl]amino}-2-oxoethyl)phosphonate (0.043 g, 0.087 mmol, prepared as described below) in anhydrous tetrahydrofuran (2.5 ml) at 0° C. was added lithium chloride (0.016 g, 0.39 mmol). The mixture was stirred until all of the lithium chloride dissolved and then triethylamine (0.066 ml, 0.87 mmol) was added. The mixture was allowed to warm to room temperature and stirred for 18 hrs. Evaporation of the solvent in vacuo and purification of the resulting residue by mass-directed automated HPLC gave 1-cyclopropyl-N-[(2,4-dichlorophenyl)methyl]-3-methyl-5-oxo-2,5-dihydro-1H-pyrrole-2-carboxamide (0.012 g) as a white solid.

후처리

  1. dissolutiondissolved
  2. customEvaporation of the solvent
  3. customin vacuo and purification of the resulting residue

출처 및 근거

ORD 기록
ord-41fe4c8aa67b4d02a57d006c0c3a4e4b
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935832B2

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