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Pyridine → 4-oxo-10-(2-ethylbutyramido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylic acid

HRID 354892
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HRID 354892 반응식
[O:1]=[C:2]1[N:7]2[CH:8]=[N:9][C:10]3[CH:11]=[CH:12][C:13]([NH:16][C:17](=[O:23])[CH:18]([CH2:21][CH3:22])[CH2:19][CH3:20])=[CH:14][C:15]=3[C:6]2=[N:5][CH:4]=[C:3]1[C:24]([O:26]C)=[O:25].[I-].[Li+].N1C=CC=CC=1>O>[O:1]=[C:2]1[N:7]2[CH:8]=[N:9][C:10]3[CH:11]=[CH:12][C:13]([NH:16][C:17](=[O:23])[CH:18]([CH2:21][CH3:22])[CH2:19][CH3:20])=[CH:14][C:15]=3[C:6]2=[N:5][CH:4]=[C:3]1[C:24]([OH:26])=[O:25]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1049PyridineHCID 66321Lithium iodideHCID 13060555methyl 4-oxo-10-(2-ethylbutyramido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate

생성물 1

HCID 130605594-oxo-10-(2-ethylbutyramido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylic acid수율 22.7%

시약·촉매·용매 1

HCID 962Water용매

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온도
120 °C

실험 절차

A mixture of methyl 4-oxo-10-(2-ethylbutyramido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate (3.2 g), anhydrous lithium iodide (8.0 g) and dry pyridine (32 ml) was stirred at 120° C. for 1.5 hours. The reaction mixture was concentrated under reduced pressure to give a residue, which was dissolved in water. Insoluble materials were removed by filtration. The aqueous layer was adjusted to pH 1-2 with conc. hydrochloric acid to give crystals, which were separated by filtration and dried. The crude crystals were washed with methanol three times and recrystallized from acetonitrile to give 4-oxo-10-(2-ethylbutyramido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylic acid (0.7 g).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto give a residue, which
  3. customInsoluble materials were removed by filtration
  4. customto give crystals, which
  5. customwere separated by filtration
  6. customdried
  7. washThe crude crystals were washed with methanol three times
  8. customrecrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-efe18874ba5646448ed24608c99c005d
출처 데이터셋
uspto-grants-1983_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04377580

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