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

HRID 705693

反応式

HRID 705693 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-d31d1e052c044fa7810fd64f807e3605
出典データセット
uspto-grants-2015_11
特許番号
US09174972B2

関連ノート

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