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

HRID 2230100노트

반응식

HRID 2230100 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 57417360Sodium chloride; water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-20b312d8131947d6969eb9e882d426ee
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06423716B1

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