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Ammonia → 2-[2-(4-Methyl-piperazin-1-yl)-5-nitro-pyridin-4-yl]-acetamide

HRID 1992650
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HRID 1992650 반응식
C([O:3][C:4](=O)[CH2:5][C:6]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][N:9]=[C:8]([N:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)[CH:7]=1)C.[NH3:23]>CO>[CH3:21][N:18]1[CH2:19][CH2:20][N:15]([C:8]2[CH:7]=[C:6]([CH2:5][C:4]([NH2:23])=[O:3])[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][N:9]=2)[CH2:16][CH2:17]1
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참가 물질

4

반응물 2

HCID 222AmmoniaHCID 66869335[2-(4-Methyl-piperazin-1-yl)-5-nitro-pyridin-4-yl]-acetic acid ethyl ester

생성물 1

HCID 668693542-[2-(4-Methyl-piperazin-1-yl)-5-nitro-pyridin-4-yl]-acetamide

시약·촉매·용매 1

HCID 887Methanol용매

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온도
40 °C

실험 절차

[2-(4-Methyl-piperazin-1-yl)-5-nitro-pyridin-4-yl]-acetic acid ethyl ester (250 mg, 0.81 mmol) is dissolved in methanol (2.5 ml). An aqueous solution of ammonia (25%, 2.5 ml) is added, and the mixture is warmed to 40° C. for 18 h. TLC analysis indicated complete conversion of the starting material. Solvents are removed, and the residue is purified by FCC (CH2Cl2/MeOH, gradient from 97:3 to 90:10) to afford the title compound. 1H NMR (d6-DMSO, 400 MHz): δ 2.21 (s, 3H), 2.38 (m, 4H), 3.72 (m, 4H), 3.80 (s, 2H), 6.84 (s, 1H), 6.93 (s, broad, 1H), 7.46 (s, broad, 1H), 8.85 (s, 1H). ES+−MS: 280.3 [M+H]+, ES−−MS: 278.3 [M−H]−.

후처리

  1. customSolvents are removed
  2. customthe residue is purified by FCC (CH2Cl2/MeOH, gradient from 97:3 to 90:10)

출처 및 근거

ORD 기록
ord-731529788c804ff4a893cd0cc13ea078
출처 데이터셋
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07648989B2

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