Hydrochloric Acid → 1-ethyl-3-[(methyloxy)methyl]-1H-pyrazol-5-amine

HRID 62520

반응식

HRID 62520 반응식
[CH3:1][O:2][CH2:3][C:4](=O)[CH2:5][C:6]#[N:7].[CH2:9]([NH:11][NH2:12])[CH3:10].Cl>C(O)C>[CH2:9]([N:11]1[C:6]([NH2:7])=[CH:5][C:4]([CH2:3][O:2][CH3:1])=[N:12]1)[CH3:10]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 29062EthylhydrazineHCID 230919664-Methoxy-3-oxobutanenitrile

생성물 1

HCID 575169081-ethyl-3-[(methyloxy)methyl]-1H-pyrazol-5-amine수율 55.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a 25 mL round bottom was added 4-(methyloxy)-3-oxobutanenitrile (500 mg, 4.42 mmol), ethyl hydrazine (655 mg, 4.42 mmol), and 2 M HCl (2.210 mL, 4.42 mmol) in ethanol (10 mL). The reaction mixture was stirred at the room temperature overnight. The reaction mixture was then evaporated and pardoned between 20 mL of ethyl acetate and 20 mL of 1 M Na2CO3. The organic layer was washed with brine, filtered and evaporated to obtain 1-ethyl-3-[(methyloxy)methyl]-1H-pyrazol-5-amine (450 mg, 2.465 mmol, 55.8% yield) as a yellow oil. The product was used in the next step without further purification. LCMS (M+H)+=156.1; 1H NMR (400 MHz, DMSO-d6) ppm 1.20 (t, J=7.20 Hz, 3 H) 3.19 (s, 3 H) 3.82 (q, J=7.33 Hz, 2 H) 4.11 (s, 2 H) 5.11 (s, 2 H) 5.22 (s, 1H).

후처리

  1. customThe reaction mixture was then evaporated
  2. washThe organic layer was washed with brine
  3. filtrationfiltered
  4. customevaporated

출처 및 근거

ORD 기록
ord-e56584f606ac4cb2a9a9ca840156619c
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09446034B2

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