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

HRID 392981노트

반응식

HRID 392981 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-fb0db238a1b8436e86c5242a3d404d20
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06803374B2

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