Citric Acid → 4-[4-(4-Bromoindol-1-yl)-pyrimidin-2-ylamino]-cyclo-hexanecarboxylic acid

HRID 1516442ノート

反応式

HRID 1516442 の反応式
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][CH:9]([NH:12][C:13]2[N:18]=[C:17]([N:19]3[C:27]4[C:22](=[C:23]([Br:28])[CH:24]=[CH:25][CH:26]=4)[CH:21]=[CH:20]3)[CH:16]=[CH:15][N:14]=2)[CH2:8][CH2:7]1)=[O:5])C.O[Li].O.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C1COCC1.CCO.O>[Br:28][C:23]1[CH:24]=[CH:25][CH:26]=[C:27]2[C:22]=1[CH:21]=[CH:20][N:19]2[C:17]1[CH:16]=[CH:15][N:14]=[C:13]([NH:12][CH:9]2[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]2)[N:18]=1

参加物

7

反応物 3

HCID 311Citric AcidHCID 168937Lithium hydroxide, monohydrateHCID 686055994-[4-(4-Bromoindol-1-yl)-pyrimidin-2-ylamino]-cyclohexanecarboxylic acid ethyl ester

生成物 1

HCID 674356194-[4-(4-Bromoindol-1-yl)-pyrimidin-2-ylamino]-cyclo-hexanecarboxylic acid収率 97%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 4-[4-(4-bromoindol-1-yl)-pyrimidin-2-ylamino]-cyclohexane-carboxylic acid ethyl ester (5.8 g) and LiOH.H2O (1.65 g) in THF (100 mL), EtOH (40 mL) and H2O (30 mL) was stirred at RT overnight. The reaction mixture was then acidified with citric acid (7.54 g in 20 mL H2O), and stirred at RT for 1 h. The precipitate was filtered, washed with water, then Et2O, and dried to provide 4-[4-(4-bromoindol-1-yl)-pyrimidin-2-ylamino]-cyclo-hexanecarboxylic acid (5.27 g, 97%) as a white powder.

後処理

  1. stirringstirred at RT for 1 h
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. dry with materialEt2O, and dried

出典と根拠

ORDレコード
ord-67f8480cacb843d6971463a77acdfadd
出典データセット
uspto-grants-2012_07
特許番号
US08227478B2

反応ノート

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