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Methanol → 7-[3-Pentanoyloxypropylamino]-5-methyl-1H-pyrazolo[4,3-b]pyridine

HRID 620018
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HRID 620018 반응식
[OH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]1[CH:11]=[C:10]([CH3:12])[N:9]=[C:8]2[CH:13]=[N:14][NH:15][C:7]=12.[C:16](Cl)(=[O:21])[CH2:17][CH2:18][CH2:19][CH3:20].CO.CCOCC>N1C=CC=CC=1.O1CCOCC1>[C:16]([O:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]1[CH:11]=[C:10]([CH3:12])[N:9]=[C:8]2[CH:13]=[N:14][NH:15][C:7]=12)(=[O:21])[CH2:17][CH2:18][CH2:19][CH3:20]
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참가 물질

7

반응물 4

HCID 887MethanolHCID 3283Diethyl EtherHCID 61186Valeryl chlorideHCID 137471677-[3-hydroxypropylamino]-5-methyl-1H-pyrazolo[4,3-b]pyridine

생성물 1

HCID 212483807-[3-Pentanoyloxypropylamino]-5-methyl-1H-pyrazolo[4,3-b]pyridine

시약·촉매·용매 2

HCID 1049Pyridine용매
HCID 312751,4-Dioxane용매2회

실험 절차

7-[3-Hydroxypropylamino]-5-methyl-1H-pyrazolo[4,3-b]-pyridine,* (0.15 g, 0.73 mmol) was suspended in dry pyridine (2 ml) and 1,4-dioxan (2 ml) and cooled in an ice-bath. A solution of valeryl chloride (0.18 ml, 2.1 equiv.) in dioxan (1.5 ml) was added dropwise with stirring and then left at room temperature overnight. Methanol (10 ml) was added and the resulting solution stirred for 1 h and then solvents removed under reduced pressure. The residue was chromatographed on basic alumina eluting initially with ethyl acetate rising to 30% methanol/ethyl acetate. After removal of solvent a colourless oil was obtained, which on trituration with ether gave the title compound as a white solid, m.p. 92°-95° C.

후처리

  1. stirringthe resulting solution stirred for 1 h
  2. customsolvents removed under reduced pressure
  3. customThe residue was chromatographed on basic alumina eluting initially with ethyl acetate rising to 30% methanol/ethyl acetate
  4. customAfter removal of solvent a colourless oil
  5. customwas obtained

출처 및 근거

ORD 기록
ord-f466e1e089224f1c8578aa145e4a2fac
출처 데이터셋
uspto-grants-1989_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04818754

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