Methyl 6-(cyclohexylamino)-5-nitronicotinate → Methyl 3-cyclohexyl-2-(4-hydroxyphenyl)-3H-imidazo[4,5-b]pyridine-6-carboxylate

HRID 392981ノート

反応式

HRID 392981 の反応式
[CH:1]1([NH:7][C:8]2[C:17]([N+:18]([O-])=O)=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][N:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[OH:22][C:23]1[CH:33]=[CH:32][C:26]([C:27](=N)OCC)=[CH:25][CH:24]=1>CO>[CH:1]1([N:7]2[C:8]3=[N:9][CH:10]=[C:11]([C:12]([O:14][CH3:15])=[O:13])[CH:16]=[C:17]3[N:18]=[C:27]2[C:26]2[CH:32]=[CH:33][C:23]([OH:22])=[CH:24][CH:25]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 22660792Methyl 6-(cyclohexylamino)-5-nitronicotinateHCID 135442973Ethyl 4-hydroxybenzimidate hydrochloride

生成物 1

HCID 135674093Methyl 3-cyclohexyl-2-(4-hydroxyphenyl)-3H-imidazo[4,5-b]pyridine-6-carboxylate収率 88%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of intermediate 58 (5.0 g, 20.0 mmol) and ethyl 4-hydroxybenzimidate hydrochloride (6.0 g, 30.0 mmol) in methanol (67 mL) was heated at reflux for 22 h. The reaction mixture was then cooled to rt and the precipitated solid was collected by vacuum filtration and washed sparingly with cold methanol to afford intermediate 59 as a white solid (6.13 g, 88%). ESI-MS m/e 352.2 (M+1).

後処理

  1. temperatureat reflux for 22 h
  2. filtrationthe precipitated solid was collected by vacuum filtration
  3. washwashed sparingly with cold methanol

出典と根拠

ORDレコード
ord-fb0db238a1b8436e86c5242a3d404d20
出典データセット
uspto-grants-2004_10
特許番号
US06803374B2

反応ノート

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