Triethylamine → 1-Methyl-N-[2-(4-morpholinyl)ethyl]-4-nitro-1H-pyrrole-2-carboxamide

HRID 907357노트

반응식

HRID 907357 반응식
[CH3:1][N:2]1[CH:6]=[C:5]([N+:7]([O-:9])=[O:8])[CH:4]=[C:3]1[C:10](Cl)=[O:11].[N:13]1([CH2:19][CH2:20][NH2:21])[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1.CCN(CC)CC>C(Cl)Cl>[CH3:1][N:2]1[CH:6]=[C:5]([N+:7]([O-:9])=[O:8])[CH:4]=[C:3]1[C:10]([NH:21][CH2:20][CH2:19][N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1)=[O:11]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 4082852-MorpholinoethylamineHCID 110631851-Methyl-4-nitro-1H-pyrrole-2-carbonyl chloride

생성물 1

HCID 109896731-Methyl-N-[2-(4-morpholinyl)ethyl]-4-nitro-1H-pyrrole-2-carboxamide수율 88%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

1-Methyl-4-nitro-1H-pyrrole-2-carbonyl chloride (0.585 g, 4.70 mmol; see step (ii) above) in DCM (10 mL), was added dropwise to a solution of 2-(4-morpholinyl)ethanamine (0.673 g, 5.17 mmol), and NEt3 (0.735 μL, 9.42 mmol), in DCM (10 mL) over 15 min. The resulting solution was allowed to stir overnight and the reaction quenched with a 5% NaOH solution (20 mL). The layers were separated and the DCM fraction collected, dried (MgSO4), filtered and the solvent removed under reduced pressure to yield the sub-title compound as a white/pale yellow solid (1.166 g, 88%).

후처리

  1. customthe reaction quenched with a 5% NaOH solution (20 mL)
  2. customThe layers were separated
  3. customthe DCM fraction collected
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-98adcaae79de4064ac82e342f13a1f90
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012967B2

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