Triethylamine → N-(5-Ethyl-6-oxo-5,6-dihydro-phenanthridin-9-yl)-2-pyridin-4-yl-acetamide

HRID 968282노트

반응식

HRID 968282 반응식
Cl.CN(C)[CH2:4][CH2:5][CH2:6]N=C=NCC.[NH2:13][C:14]1[CH:27]=[C:26]2[C:17]([C:18](=[O:30])[N:19]([CH2:28][CH3:29])[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=32)=[CH:16][CH:15]=1.[OH:31]N1C2C=CC=CC=2N=N1.C([N:43]([CH2:46][CH3:47])[CH2:44][CH3:45])C>ClCCl.C(OCC)(=O)C>[CH2:28]([N:19]1[C:18](=[O:30])[C:17]2[C:26](=[CH:27][C:14]([NH:13][C:4](=[O:31])[CH2:5][C:6]3[CH:45]=[CH:44][N:43]=[CH:46][CH:47]=3)=[CH:15][CH:16]=2)[C:25]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]1=2)[CH3:29]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 103993089-amino-5-ethyl-5H-phenanthridin-6-one

생성물 1

HCID 10247746N-(5-Ethyl-6-oxo-5,6-dihydro-phenanthridin-9-yl)-2-pyridin-4-yl-acetamide수율 34%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

1-[3-(Dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (EDC) (962 mg, 5.03 mmol) was added in one portion to a solution of 9-amino-5-ethyl-5H-phenanthridin-6-one 1A (1.0 g, 4.2 mmol), 1-hydroxybenzotriazole (850 mg, 6.3 mmol), and triethylamine (0.64 ml, 4.6 mmol) in dichloromethane (20 ml). The resultant solution was stirred at 23° C. for 16 hours and diluted with ethyl acetate (50 ml). The reaction mixture was washed with water (25 ml) and saturated aqueous ammonium chloride (25 ml) and dried over anhydrous magnesium sulfate and concentrated. The solid residue was triturated with methanol to provide N-(5-ethyl-6-oxo-5,6-dihydro-phenanthridin-9-yl)-2-pyridin-4-yl-acetamide 5A (509 mg, 34%).

후처리

  1. washThe reaction mixture was washed with water (25 ml) and saturated aqueous ammonium chloride (25 ml)
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated
  4. customThe solid residue was triturated with methanol

출처 및 근거

ORD 기록
ord-c1c974728dc24fe3b2823898ff0d555f
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06958347B2

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