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Ammonia → HCID 10171667, 화합물

HRID 1991305
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HRID 1991305 반응식
C[O:2][C:3]([CH:5]1[O:9][C:8](=[O:10])[N:7]([C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[N:17]([CH3:21])[C:16](=[O:22])[CH2:15][CH2:14]3)[CH2:6]1)=O.[NH3:23]>CO>[CH3:21][N:17]1[C:18]2[C:13](=[CH:12][C:11]([N:7]3[CH2:6][C@H:5]([C:3]([NH2:23])=[O:2])[O:9][C:8]3=[O:10])=[CH:20][CH:19]=2)[CH2:14][CH2:15][C:16]1=[O:22]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 68489313HCID 68489313, 화합물

생성물 1

HCID 10171667HCID 10171667, 화합물수율 84%

시약·촉매·용매 1

HCID 887Methanol용매2회

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온도
55 °C

실험 절차

To a stirred solution of 3-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2-oxo-oxazolidine-5-carboxylic acid methyl ester (Step 4, 150 mg, 0.49 mmol) in MeOH (1 mL) is added 2.0 M NH3 in MeOH (1 mL, 2.0 mmol). The reaction mixture is then heated at 50-60° C. until all of the solid disappears. Solvent is removed and the residue is dissolved in 20% MeOH/CH2Cl2 and purified by silica gel chromatography (10% MeOH/CH2Cl2) to give the title compound as a white solid (120 mg, 84%), 1H NMR (300 MHz, DMSO) δ 7.85 (br S, 1H), 7.60 (br S, 1H), 7.45-7.08 (m, 3H), 5.01 (dd, 1H), 4.25 (t, 1H), 3.99 (dd, 1H), 3.23 (s, 3H), 2.86 (t, 2H), 2.50 (m, 2H); MS for C14H15N3O4 m/z 290.5 (M+H)+.

후처리

  1. customSolvent is removed
  2. dissolutionthe residue is dissolved in 20% MeOH/CH2Cl2
  3. custompurified by silica gel chromatography (10% MeOH/CH2Cl2)

출처 및 근거

ORD 기록
ord-4546965459e946c989e51d81b567a74d
출처 데이터셋
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07645781B2

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