Triethylamine → HCID 67214572, 화합물

HRID 2099442노트

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HRID 2099442 반응식
C(OP(C#[N:10])(=O)OCC)C.[N:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]2[CH:22]=[CH:21][N:20]=[C:19]([NH:23][C:24]3[CH:25]=[C:26]([CH:30]=[CH:31][CH:32]=3)[C:27]([OH:29])=O)[N:18]=2)[CH:12]=1.[CH3:33][N:34]1[CH2:39][CH2:38][N:37]([CH2:40]C2C=CC(N)=CC=2)[CH2:36][CH2:35]1.C(N(CC)CC)C.C(=O)([O-])O.[Na+]>CN(C)C=O.O>[N:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]2[CH:22]=[CH:21][N:20]=[C:19]([NH:23][C:24]3[CH:25]=[C:26]([CH:30]=[CH:31][CH:32]=3)[C:27]([NH:10][CH2:40][N:37]3[CH2:36][CH2:35][N:34]([CH3:33])[CH2:39][CH2:38]3)=[O:29])[N:18]=2)[CH:12]=1

참가 물질

8

반응물 5

HCID 8471TriethylamineHCID 76257Diethyl cyanophosphonateHCID 516892Sodium BicarbonateHCID 31539964-((4-Methylpiperazin-1-yl)methyl)anilineHCID 10039959HCID 10039959, 화합물

생성물 1

HCID 67214572HCID 67214572, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

Diethylcyanophosphonate (Aldrich, Buchs, Switzerland; 0.50 mL, 3.0 mmol) is added to a stirred mixture of 3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-benzoic acid (438 mg, 1.5 mmol), 4-[(4-methyl-1-piperazinyl)methyl]benzeneamine (308 mg, 1.5 mmol) and triethylamine (840 μL, 3.0 mmol) in 10 mL N,N-dimethylformamide at 10° C. After stirring for 12 hours at 60° C., the mixture is treated with an aqueous solution of sodium hydrogen carbonate and extracted three times with ethyl acetate. The combined extracts are washed with water, and the solvent is evaporated off under reduced pressure to give a residue. The residue is resuspended in water and filtered to afford the crude product which is recrystallised from tetrahydrofuran-ethyl acetate to give N-[3-[[4-(3-Pyridinyl)-2-pyrimidinyl]amino]-N-[(4-methyl-1-piperazinyl)-methyl]benzamide as a crystalline solid, m.p. 220-224° C.

후처리

  1. extractionextracted three times with ethyl acetate
  2. washThe combined extracts are washed with water
  3. customthe solvent is evaporated off under reduced pressure
  4. customto give a residue
  5. filtrationfiltered
  6. customto afford the crude product which
  7. customis recrystallised from tetrahydrofuran-ethyl acetate

출처 및 근거

ORD 기록
ord-5b786dfeeb1f4fb48856e8c8f3a8add8
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07569566B2

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