Water → 4-[1-Ethyl-7-(piperidin-4-ylmethoxy)-1H-imidazo[4,5-c]pyridin-2-yl]-furazan-3-ylamine

HRID 1394219ノート

反応式

HRID 1394219 の反応式
[NH2:1][C:2]1[C:3]([C:7]2[N:8]([CH2:17][CH3:18])[C:9]3[C:14]([OH:15])=[CH:13][N:12]=[CH:11][C:10]=3[N:16]=2)=[N:4][O:5][N:6]=1.C([O-])([O-])=O.[K+].[K+].C(OC([N:32]1[CH2:37][CH2:36][CH:35]([CH2:38]I)[CH2:34][CH2:33]1)=O)(C)(C)C.O>CC(C)=O>[CH2:17]([N:8]1[C:9]2[C:14]([O:15][CH2:38][CH:35]3[CH2:36][CH2:37][NH:32][CH2:33][CH2:34]3)=[CH:13][N:12]=[CH:11][C:10]=2[N:16]=[C:7]1[C:3]1[C:2]([NH2:1])=[N:6][O:5][N:4]=1)[CH3:18]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 10448961Tert-butyl 4-(iodomethyl)piperidine-1-carboxylate2 回HCID 596818031H-Imidazo[4,5-c]pyridin-7-ol, 2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-

生成物 1

HCID 112563994-[1-Ethyl-7-(piperidin-4-ylmethoxy)-1H-imidazo[4,5-c]pyridin-2-yl]-furazan-3-ylamine収率 39%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of the product from Example 283 (0.1 g, 0.406 mmol) and K2CO3 (0.112 g, 0.812 mmol) in acetone (3 ml) at −78° C. was treated with 4-iodomethylpiperidine-1-carboxylic acid tert-butyl ester (Villalobos, A; et al, J. Med. Chem., 1994, 37(17), 2721) (0.145 g, 0.447 mmol) and heated at reflux for 18 hours. A further portion of 4-iodomethylpiperidine-1-carboxylic acid tert-butyl ester (0.145 g, 0.447 mmol) was then added and the heating continued for a further 6 hours. The reaction was then cooled, poured into water, extracted with dichloromethane, dried with NaSO4 and reduced. The residue was chromatographed on silica gel eluting with ethyl acetate to afford the title compound, (0.071 g, 39%); MS (ES+) m/e 444 [M+H]+.

後処理

  1. temperature, 1994, 37(17), 2721) (0.145 g, 0.447 mmol) and heated
  2. temperatureat reflux for 18 hours
  3. temperatureThe reaction was then cooled
  4. extractionextracted with dichloromethane
  5. dry with materialdried with NaSO4
  6. customThe residue was chromatographed on silica gel eluting with ethyl acetate

出典と根拠

ORDレコード
ord-bbb50fbdeb5646f99c3f038aa7724980
出典データセット
uspto-grants-2008_03
特許番号
US07348339B2

反応ノート

読み込み中…