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Lithium Hydroxide → HCID 178525485、化合物

HRID 1819486
ノート
印刷プレビュー

反応式

HRID 1819486 の反応式
C[O:2][C:3](=[O:38])[CH2:4][CH2:5][CH2:6][NH:7][CH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C:16]2[C:21]([N+:22]([O-:24])=[O:23])=[CH:20][N:19]=[C:18]([NH:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[O:33][C:34]([F:37])([F:36])[F:35])[N:17]=2)[CH2:10][CH2:9]1.CO.O.[Li+].[OH-]>CO>[N+:22]([C:21]1[C:16]([NH:15][CH2:14][C@H:11]2[CH2:12][CH2:13][C@H:8]([NH:7][CH2:6][CH2:5][CH2:4][C:3]([OH:38])=[O:2])[CH2:9][CH2:10]2)=[N:17][C:18]([NH:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[O:33][C:34]([F:37])([F:36])[F:35])=[N:19][CH:20]=1)([O-:24])=[O:23]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 3939Lithium HydroxideHCID 22242641Methanol--water (1/1)HCID 578856074-(4-{[5-Nitro-2-(2-trifluoromethoxy-benzylamino)-pyrimidin-4-ylamino]-methyl}-cyclohexylamino)-butyric acid methyl ester

生成物 1

HCID 178525485HCID 178525485、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 4-(4-{[5-nitro-2-(2-trifluoromethoxy-benzylamino)-pyrimidin-4-ylamino]-methyl}-cyclohexylamino)-butyric acid methyl ester (39 mg, 0.072 mmol) in 6:1 MeOH/water (0.7 mL) was added LiOH (9 mg, 0.375 mmol) and the mixture stirred at room temperature overnight. The resulting suspension was diluted with MeOH (1 mL) and stirred at room temperature for a further 2 h. The reaction mixture was concentrated in vacuo and the remaining aqueous residue treated with 2 N HCl until the mixture reached pH 5-6. The resulting solid was filtered and washed with water. The material was subjected to semi-preparative to separate the title compound [7 mg, 13%, m/z 527 (M+1)+] and 1-(trans-4-{[(5-nitro-2-{[2-(trifluoromethoxy)benzyl]amino}pyrimidin-4-yl)amino]methyl}cyclohexyl)pyrrolidin-2-one [15 mg, 41%, m/z 509 (M+1)+].

後処理

  1. stirringstirred at room temperature for a further 2 h
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. additionthe remaining aqueous residue treated with 2 N HCl until the mixture
  4. filtrationThe resulting solid was filtered
  5. washwashed with water
  6. customto separate the title compound [7 mg, 13%, m/z 527 (M+1)+] and 1-(trans-4-{[(5-nitro-2-{[2-(trifluoromethoxy)benzyl]amino}pyrimidin-4-yl)amino]methyl}cyclohexyl)pyrrolidin-2-one [15 mg, 41%, m/z 509 (M+1)+]

出典と根拠

ORDレコード
ord-d351c7e376044cce9b4d111c5bd8a7e4
出典データセット
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07601714B2

反応ノート

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