Aluminium lithium hydride → 1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-amine

HRID 2178895노트

반응식

HRID 2178895 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[N+:7]([C:10]1[CH:11]=[N:12][N:13]([CH:15]2[CH2:20][CH2:19][N:18]([C:21](OC(C)(C)C)=O)[CH2:17][CH2:16]2)[CH:14]=1)([O-])=O>C1COCC1>[CH3:21][N:18]1[CH2:17][CH2:16][CH:15]([N:13]2[CH:14]=[C:10]([NH2:7])[CH:11]=[N:12]2)[CH2:20][CH2:19]1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 56777238tert-butyl 4-(4-nitro-1H-pyrazol-1-yl)piperidine-1-carboxylate

생성물 1

HCID 533023461-(1-methylpiperidin-4-yl)-1H-pyrazol-4-amine수율 91.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
60 °C

실험 절차

To a suspension of lithium aluminum hydride (0.32 g, 8.4 mmol) in THF (15 mL) was added a solution of tert-butyl 4-(4-nitro-1H-pyrazol-1-yl)piperidine-1-carboxylate (500 mg, 1.7 mmol) in THF (10 mL) and the reaction mixture was stirred with heat at 60° C. for 16 h. The reaction mixture was cooled to 0° C. and quenched by the slow addition of ethanol (0.3 mL) then water (0.3 mL) and finally 3 N NaOH aq. (0.3 mL). The resulting mixture was stirred for 30 min, filtered and the filtrate was concentrated and dried to obtain the desired product (280 mg) which was used without any purification: ESI MS m/z 181 [M+H]+.

후처리

  1. temperatureThe reaction mixture was cooled to 0° C.
  2. customquenched by the slow addition of ethanol (0.3 mL)
  3. stirringThe resulting mixture was stirred for 30 min
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated
  6. customdried

출처 및 근거

ORD 기록
ord-e6f729b62d04434aa04cd3de6b50e0ac
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09067937B2

반응 노트

불러오는 중…