Triethylamine → 4-(6-Fluoro-4-pyrido[3,4-d]pyrimidinyl)-1-piperazinecarboxylic acid tert-butyl ester

HRID 2230100ノート

反応式

HRID 2230100 の反応式
Cl[C:2]1[C:3]2[CH:11]=[C:10]([F:12])[N:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.FC1N=CC2N=CNC(=O)C=2C=1.C(N(CC)CC)C.[C:32]([O:36][C:37]([N:39]1[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]1)=[O:38])([CH3:35])([CH3:34])[CH3:33]>[Cl-].[Na+].O.C(Cl)Cl>[C:32]([O:36][C:37]([N:39]1[CH2:44][CH2:43][N:42]([C:2]2[C:3]3[CH:11]=[C:10]([F:12])[N:9]=[CH:8][C:4]=3[N:5]=[CH:6][N:7]=2)[CH2:41][CH2:40]1)=[O:38])([CH3:35])([CH3:33])[CH3:34]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 106790414-Chloro-6-fluoropyrido[3,4-D]pyrimidineHCID 1354173706-fluoropyrido[3,4-d]pyrimidin-4-ol

生成物 1

HCID 113934494-(6-Fluoro-4-pyrido[3,4-d]pyrimidinyl)-1-piperazinecarboxylic acid tert-butyl ester収率 58%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

According to the method described in J. Med. Chem., 39:1823-1835 (1996), 4-chloro-6-fluoropyrido[3,4-d]pyrimidine was derived from 6-fluoropyrido[3,4-d]pyrimidine-4(3H)-one (1.48 g, 8.96 mmol). Triethylamine (3.75 mL, 26.9 mmol) and N-tert-butoxycarbonylpiperazine (2.00 g, 10.7 mmol) were added to a methylene chloride solution (25 mL) of this partially purified product, followed by stirring at room temperature overnight. Saturated brine was added to the reaction solution, the mixture ma was extracted with chloroform, the extract was dried over anhydrous sodium sulfate, then the solvent was evaporated and the resulting residue was purified by silica gel column chromatography to give the target compound (1.73 g, 5.20 mmol).

後処理

  1. extractionthe mixture ma was extracted with chloroform
  2. dry with materialthe extract was dried over anhydrous sodium sulfate
  3. customthe solvent was evaporated
  4. customthe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-20b312d8131947d6969eb9e882d426ee
出典データセット
uspto-grants-2002_07
特許番号
US06423716B1

反応ノート

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