Ethanol hydrochloride → 5-(3-Azabicyclo[3.1.0]hexan-1-yl)-3-methyl-1,2,4-oxadiazole

HRID 705693

반응식

HRID 705693 반응식
Cl.CCO.[CH3:5][C:6]1[N:10]=[C:9]([C:11]23[CH2:16][CH:15]2[CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12]3)[O:8][N:7]=1>C(O)C>[C:11]12([C:9]3[O:8][N:7]=[C:6]([CH3:5])[N:10]=3)[CH2:16][CH:15]1[CH2:14][NH:13][CH2:12]2

참가 물질

4

반응물 2

HCID 21887872Ethanol hydrochlorideHCID 58487578tert-Butyl 1-(3-methyl-1,2,4-oxadiazole-yl)-3-azabicyclo[3.1.0]hexan-3-carboxylate

생성물 1

HCID 533270125-(3-Azabicyclo[3.1.0]hexan-1-yl)-3-methyl-1,2,4-oxadiazole수율 99.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

HCl/EtOH (8.49 mL of 2.53 M solution) was added to tert-butyl 1-(3-methyl-1,2,4-oxadiazol-5-yl)-3-azabicyclo[3.1.0]hexane-3-carboxylate (104) (1.9 g, 7.16 mmol) in 5 mL of ethanol. The solution was refluxed for 5 minutes, cooled and condensed to a white solid. The crude solid was crystallized from ethanol and diethyl ether, obtained 1.18 g of white solid hydrochloride salt MS (ESI) m/z 165.8[M+H]+. 1H NMR (CDCl3) δ: 1.18 (m, 2H), 1.50 (s, 3H), 3.42 (m, 3H), 3.74 (m, 2H), 9.64 (s, 2H).

후처리

  1. temperatureThe solution was refluxed for 5 minutes
  2. temperaturecooled
  3. customcondensed to a white solid
  4. customThe crude solid was crystallized from ethanol and diethyl ether

출처 및 근거

ORD 기록
ord-d31d1e052c044fa7810fd64f807e3605
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174972B2

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