Isobutyric Acid → Isobutyric acid N'-(5-fluoro-pyridin-2-yl)-hydrazide

HRID 1041910

反応式

HRID 1041910 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][NH2:9])=[N:6][CH:7]=1.[C:10](O)(=[O:14])[CH:11]([CH3:13])[CH3:12].C1C=C2N=NN(O)C2=CC=1.O.CCN=C=NCCCN(C)C.Cl.Cl.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][NH:9][C:10](=[O:14])[CH:11]([CH3:13])[CH3:12])=[N:6][CH:7]=1

参加物

7

反応物 5

HCID 6590Isobutyric AcidHCID 516892Sodium BicarbonateHCID 27960291-Hydroxybenzotriazole hydrateHCID 199167865-Fluoro-2-hydrazinylpyridineHCID 221413011-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride hydrochloride

生成物 1

HCID 66977821Isobutyric acid N'-(5-fluoro-pyridin-2-yl)-hydrazide収率 46%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 5-fluoro-2-hydrazinyl-pyridine (0.59 g, 4.65 mmol), isobutyric acid (528 mg, 6 mmol), and HOBt hydrate (153 mg, 1 mmol) in DCM (10 mL) was treated with EDCl HCl (1.15 g, 6 mmol). The reaction mixture was stirred at RT for 40 min, poured onto sat. aq. sodium bicarbonate (40 mL), extracted with four portions of DCM, dried (Na2SO4), evaporated and purified by FCC (DCM/EtOAc 9/1 to 3/7) to give the title compound (0.42 g, 46%). LCMS (Method 8): Rt 2.46 min, m/z 198 [MH+].

後処理

  1. extractionextracted with four portions of DCM
  2. dry with materialdried (Na2SO4)
  3. customevaporated
  4. custompurified by FCC (DCM/EtOAc 9/1 to 3/7)

出典と根拠

ORDレコード
ord-ea84c0ea6d1745678ce4a843ad17633e
出典データセット
uspto-grants-2013_10
特許番号
US08557797B2

関連ノート

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