3-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptane → 5-[2-Isobutoxy-5-(5-methyl-1,2,4-oxadiazol-3-yl)-3-pyridinyl]-2-methyl-3-propyl-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

HRID 354187

반응식

HRID 354187 반응식
[C:1]([O:4][N:5]=[C:6]([NH2:32])[C:7]1[CH:8]=[C:9]([C:18]2[NH:19][C:20](=[O:31])[C:21]3[C:22](=[C:24]([CH2:28][CH2:29][CH3:30])[N:25]([CH3:27])[N:26]=3)[N:23]=2)[C:10]([O:13][CH2:14][CH:15]([CH3:17])[CH3:16])=[N:11][CH:12]=1)(=O)[CH3:2].C1C2C(C3ON=C(N)N=3)CN(C2)C1>>[CH2:14]([O:13][C:10]1[C:9]([C:18]2[NH:19][C:20](=[O:31])[C:21]3[C:22](=[C:24]([CH2:28][CH2:29][CH3:30])[N:25]([CH3:27])[N:26]=3)[N:23]=2)=[CH:8][C:7]([C:6]2[N:32]=[C:1]([CH3:2])[O:4][N:5]=2)=[CH:12][N:11]=1)[CH:15]([CH3:16])[CH3:17]

참가 물질

3

반응물 2

HCID 1639383-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptaneHCID 1363883775-{5-[[(Acetyloxy)imino](amino)methyl]-2-isobutoxy-3-pyridinyl}-2-methyl-3-propyl-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

생성물 1

HCID 1357306145-[2-Isobutoxy-5-(5-methyl-1,2,4-oxadiazol-3-yl)-3-pyridinyl]-2-methyl-3-propyl-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one수율 38.1%

실험 절차

5-{5-[[(Acetyloxy)imino](amino)methyl]-2-isobutoxy-3-pyridinyl}-2-methyl-3-propyl-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one (Example 40) (55 mg, 0.13 mmol) was heated at 190° C. for 3 h. After cooling the oxadiazole was purified by flash column chromatography (elution with 50:1 dichloromethane:methanol) to give 21 mg of a yellow solid.

후처리

  1. customwas purified by flash column chromatography (elution with 50:1 dichloromethane:methanol)

출처 및 근거

ORD 기록
ord-3c2a6c0868684192b957d039b179ea0c
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06756373B1

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