Acetic Acid → 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

HRID 354186ノート

反応式

HRID 354186 の反応式
[OH:1][NH:2][C:3]([C:5]1[CH:6]=[N:7][C:8]([O:25][CH2:26][CH:27]([CH3:29])[CH3:28])=[C:9]([C:11]2[NH:12][C:13](=[O:24])[C:14]3[C:15](=[C:17]([CH2:21][CH2:22][CH3:23])[N:18]([CH3:20])[N:19]=3)[N:16]=2)[CH:10]=1)=[NH:4].[C:30](O)(=[O:32])[CH3:31].Cl.CN(C)CCCN=C=NCC>O1CCOCC1>[C:30]([O:1][N:2]=[C:3]([NH2:4])[C:5]1[CH:10]=[C:9]([C:11]2[NH:12][C:13](=[O:24])[C:14]3[C:15](=[C:17]([CH2:21][CH2:22][CH3:23])[N:18]([CH3:20])[N:19]=3)[N:16]=2)[C:8]([O:25][CH2:26][CH:27]([CH3:28])[CH3:29])=[N:7][CH:6]=1)(=[O:32])[CH3:31]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 178438342HCID 178438342、化合物

生成物 1

HCID 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収率 82.1%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

N-Hydroxy-6-isobutoxy-5-(2-methyl-7-oxo-3-propyl-6,7-dihydro-2H-pyrazolo[4,3-d]pyrimidin-5-yl)-3-pyridinecarboximidamide (Example 39) (65 mg, 0.16 mmol), N,N-dimethylaminopyridine (24 mg, 0.20 mmol), acetic acid (9.7 mg, 0.16 mmol) and 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride (37.5 mg, 0.20 mmol) were stirred in dioxan (2 mL) for 14 h. The solvent was removed in vacuo and the product purified by flash column chromatography (eluting with 90% dichloromethane:methanol) to give the product (58 mg) as a white solid.

後処理

  1. customThe solvent was removed in vacuo
  2. customthe product purified by flash column chromatography (eluting with 90% dichloromethane:methanol)

出典と根拠

ORDレコード
ord-55cd0daca4644c1eabd30e8b1ef305d7
出典データセット
uspto-grants-2004_06
特許番号
US06756373B1

反応ノート

読み込み中…