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

HRID 620018
ノート
印刷プレビュー

反応式

HRID 620018 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒
HCID 312751,4-Dioxane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f466e1e089224f1c8578aa145e4a2fac
出典データセット
uspto-grants-1989_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04818754

反応ノート

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