Hydrochloric Acid → (3-((3-(4-(2,2-Dimethoxyethyl)phenyl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-(phenyl)methanamine

HRID 332698ノート

反応式

HRID 332698 の反応式
Cl.O1CCOCC1.C(OC(=O)[NH:14][CH:15]([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH2:29][C:30]2[O:34][N:33]=[C:32]([C:35]3[CH:40]=[CH:39][C:38]([CH2:41][CH:42]4[O:46][CH2:45][CH2:44][O:43]4)=[CH:37][CH:36]=3)[N:31]=2)[CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(C)(C)C>CO>[CH3:45][O:46][CH:42]([O:43][CH3:44])[CH2:41][C:38]1[CH:37]=[CH:36][C:35]([C:32]2[N:31]=[C:30]([CH2:29][O:28][C:24]3[CH:23]=[C:22]([CH:15]([C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=4)[NH2:14])[CH:27]=[CH:26][CH:25]=3)[O:34][N:33]=2)=[CH:40][CH:39]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 71113095Tert-butyl((3-((3-(4-((1,3-dioxolan-2-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)(phenyl)methyl)carbamate

生成物 1

HCID 86676912(3-((3-(4-(2,2-Dimethoxyethyl)phenyl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-(phenyl)methanamine収率 96.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Hydrogen chloride in dioxan (4.0 M, 5 mL, 24 mmol) was added to a solution of tert-butyl((3-((3-(4-((1,3-dioxolan-2-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)(phenyl)methyl)carbamate (1.01 g, 1.85 mmol) in methanol (5 mL), and the resultant solution was stirred at ambient temperature for 2 hours. The solvent was evaporated at reduced pressure, and the residue was loaded onto an SCX-2 cartridge. The cartridge was eluted with methanol (eight column volumes) followed by ammonia/methanol. Fractions containing the product were combined and evaporated at reduced pressure to afford the title compound (0.796 g, 96%).

後処理

  1. customThe solvent was evaporated at reduced pressure
  2. washThe cartridge was eluted with methanol (eight column volumes)
  3. additionFractions containing the product
  4. customevaporated at reduced pressure

出典と根拠

ORDレコード
ord-ac8db9a0604949fa8d40691f565cb010
出典データセット
uspto-grants-2014_11
特許番号
US08877774B2

反応ノート

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