Hexane → 4-(4-Aminophenoxy)-2-[(pyrrolidin-1-yl)carbonylamino]pyridine

HRID 492747ノート

反応式

HRID 492747 の反応式
[N+:1]([C:4]1[CH:24]=[CH:23][C:7]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]([N:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)=[O:17])[CH:10]=2)=[CH:6][CH:5]=1)([O-])=O.[H][H].CCCCCC>O1CCCC1.CO.C(OCC)C.[C].[Pd]>[NH2:1][C:4]1[CH:24]=[CH:23][C:7]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]([N:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)=[O:17])[CH:10]=2)=[CH:6][CH:5]=1

参加物

8

反応物 3

HCID 8058HexaneHCID 57677470N-[4-(4-nitrophenoxy)-2-pyridinyl]-1-pyrrolidinecarboxamideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 231532634-(4-Aminophenoxy)-2-[(pyrrolidin-1-yl)carbonylamino]pyridine収率 90.8%

試薬・触媒・溶媒 4

HCID 178418390HCID 178418390、化合物触媒HCID 887Methanol溶媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Pyrrolidine-1-carboxylic acid [4-(4nitrophenoxy)pyridin-2-yl]amide (636 mg) was dissolved in tetrahydrofuran (18 ml)-methanol (18 ml), and then 10% palladium carbon (412 mg) was added thereto under a nitrogen atmosphere, followed by replacing with hydrogen inside the system and stirring overnight. After replacing with nitrogen inside the system, the reaction mixture was filtered to remove the catalyst, which was washed with methanol. The filtrate was concentrated under a reduced pressure to give a residue, which was suspended in diethyl ether (10 ml)-hexane (10 ml). The solid was filtered off, and dried in vacuum to provide the titled compound (524.9 mg, 90.7%).

後処理

  1. filtrationthe reaction mixture was filtered
  2. customto remove the catalyst, which
  3. washwas washed with methanol
  4. concentrationThe filtrate was concentrated under a reduced pressure
  5. customto give a residue, which
  6. filtrationThe solid was filtered off
  7. customdried in vacuum

出典と根拠

ORDレコード
ord-680a078a2ac141888f14a758d57f7415
出典データセット
uspto-grants-2009_05
特許番号
US07531532B2

反応ノート

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