Trifluoroacetic acid → [4-(4-{2-[6-Amino-8-methoxy-2-(2-methoxyethoxy)purin-9-yl]ethyl}-piperidin-1-ylmethyl)phenyl]methanol

HRID 1666203ノート

反応式

HRID 1666203 の反応式
C(O[C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][N:16]2[C:24]([O:25][CH3:26])=[N:23][C:22]3[C:17]2=[N:18][C:19]([O:28][CH2:29][CH2:30][O:31][CH3:32])=[N:20][C:21]=3[NH2:27])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.ClC[C:42]1[CH:49]=[CH:48][C:45]([CH2:46][OH:47])=[CH:44][CH:43]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[NH2:27][C:21]1[N:20]=[C:19]([O:28][CH2:29][CH2:30][O:31][CH3:32])[N:18]=[C:17]2[C:22]=1[N:23]=[C:24]([O:25][CH3:26])[N:16]2[CH2:15][CH2:14][CH:11]1[CH2:10][CH2:9][N:8]([CH2:6][C:42]2[CH:49]=[CH:48][C:45]([CH2:46][OH:47])=[CH:44][CH:43]=2)[CH2:13][CH2:12]1

参加物

6

反応物 4

HCID 6422Trifluoroacetic acid2 回HCID 11430Potassium CarbonateHCID 5107660[4-(Chloromethyl)phenyl]methanolHCID 592880219-(1-tert-Butoxycarbonylpiperidin-4-ylethyl)-8-methoxy-2-(2-methoxyethoxy)adenine

生成物 1

HCID 59288029[4-(4-{2-[6-Amino-8-methoxy-2-(2-methoxyethoxy)purin-9-yl]ethyl}-piperidin-1-ylmethyl)phenyl]methanol収率 60%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To the compound (0.84 g, 1.86 mmol) obtained in Example 9, Step (i) was added trifluoroacetic acid (12 ml), and the mixture was stirred at room temperature for 20 minutes. Trifluoroacetic acid was evaporated by an evaporator, and DMF (15 ml), 4-(chloromethyl)benzyl alcohol (0.32 g, 2.04 mmol), and potassium carbonate (1.28 g, 9.30 mmol) were added thereto, and the mixture was stirred at room temperature for 18 hours. The carbonate was removed by filtration, and the filtrate was concentrated. Water was added to the residue, and the mixture was extracted three times with chloroform/ethanol=3/1. The resultant was dried over magnesium sulfate, concentrated, and purified by silica gel column (chloroform/methanol=20/1) to give the subtitle compound (0.52 g, 1.11 mmol) as a white solid. Yield: 60%.

後処理

  1. additionwere added
  2. stirringthe mixture was stirred at room temperature for 18 hours
  3. customThe carbonate was removed by filtration
  4. concentrationthe filtrate was concentrated
  5. additionWater was added to the residue
  6. extractionthe mixture was extracted three times with chloroform/ethanol=3/1
  7. dry with materialThe resultant was dried over magnesium sulfate
  8. concentrationconcentrated
  9. custompurified by silica gel column (chloroform/methanol=20/1)

出典と根拠

ORDレコード
ord-a132641cf8c44031b01c341090b1a21e
出典データセット
uspto-grants-2011_10
特許番号
US08044056B2

反応ノート

読み込み中…