Ethylhydrazine → HCID 21912727, 화합물

HRID 1862711노트

반응식

HRID 1862711 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=O)[CH:15]([CH3:20])[C:16](=O)[CH2:17][CH3:18])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:22]([NH:24][NH2:25])[CH3:23]>C(#N)C.O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[N:24]([CH2:22][CH3:23])[N:25]=[C:16]([CH2:17][CH3:18])[C:15]=2[CH3:20])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 29062EthylhydrazineHCID 18187475HCID 18187475, 화합물

생성물 1

HCID 21912727HCID 21912727, 화합물수율 74%

시약·촉매·용매 1

HCID 18373917Acetonitrile--water (1/1)용매

실험 절차

A solution of 1-(t-butoxycarbonyl)-4-(1,3-dioxo-2-(RS)-methylpent-1-yl)piperidine (435 mg, 1.5 mmol) (from Step D) in 2:1 v/v acetonitrile/water (12 mL) was treated with ethylhydrazine (34% sol'n in water, 0.28 mL, 1.6 mmol) and the resulting mixture was stirred at rt for 20 h. The reaction mixture was partitioned between 75 mL of ether and 25 mL of sat'd sodium chloride and the layers were separated. The organic layer was dried over magnesium sulfate and concentrated. MPLC (Biotage) on a 40S silica cartridge using 4:1 v/v, then 1:1 v/v hexanes/ethyl acetate as the eluent afforded 348 mg (74%) of the title compound:

후처리

  1. customThe reaction mixture was partitioned between 75 mL of ether and 25 mL of sat'd sodium chloride
  2. customthe layers were separated
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-329c04790fe24b838b71793d9a2cf350
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06538002B1

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