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Acetic Acid → HCID 18953464, 화합물

HRID 1491617
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HRID 1491617 반응식
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]3[CH:17]=[N:18][C:19]([C:20](OCC)=[O:21])=[C:9]3[N:8]=2)[CH2:3][CH2:2]1.[CH:25]1([C:28](=[N:30]O)[NH2:29])[CH2:27][CH2:26]1.[H-].[Na+].C(O)(=O)C>CN(C=O)C.ClCCl>[CH:25]1([C:28]2[N:30]=[C:20]([C:19]3[N:18]=[CH:17][N:10]4[C:11]5[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=5)[C:7]([N:4]5[CH2:3][CH2:2][O:1][CH2:6][CH2:5]5)=[N:8][C:9]=34)[O:21][N:29]=2)[CH2:27][CH2:26]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 24758Sodium hydrideHCID 2794666N'-HydroxycyclopropanecarboximidamideHCID 18953495HCID 18953495, 화합물

생성물 1

HCID 18953464HCID 18953464, 화합물수율 82.4%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매
HCID 6344
Dichloromethane
용매

실험 절차

A mixture of ethyl 5-morpholino-imidazo[1,5-a]quinazoline-3-carboxylate (2.5 g, 7.7 mmol), cyclopropanecarboxamide oxime (3.8 g), crushed 4 Å molecular sieves (7.5 g), and sodium hydride (0.3 g, 60% in mineral oil, 7.7 mmol) in 50 ml of dry DMF was stirred at room temperature for 1 hour. Glacial acetic acid (2 ml) and dichloromethane (75 ml) were added, and the mixture was filtered through celite. The filtrate was evaporated and the residue was triturated with water (100 ml). Pale yellow crystals precipitated and were collected by filtration and dried to give 2.3 g of the title compound, m.p. 189°-191° C. A pure product was obtained by recrystallization from CH2Cl2 /ethyl acetate; yield 1.9 g (69%), m.p. 197°-198° C.

후처리

  1. filtrationthe mixture was filtered through celite
  2. customThe filtrate was evaporated
  3. customthe residue was triturated with water (100 ml)
  4. customPale yellow crystals precipitated
  5. filtrationwere collected by filtration
  6. customdried

출처 및 근거

ORD 기록
ord-bde4997e15b2436d8a971a604505ef2d
출처 데이터셋
uspto-grants-1994_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05371080

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