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Triethylamine → HCID 178429805, 화합물

HRID 1851303
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HRID 1851303 반응식
[NH:1]1[CH2:4][CH:3]([C:5]2[NH:9][N:8]=[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=3)[N:6]=2)[CH2:2]1.C(N(CC)CC)C.[CH3:23][C:24]1[N:25]=[C:26]2[N:31]=[C:30]([C:32]3[CH:39]=[CH:38][C:35]([CH:36]=O)=[CH:34][CH:33]=3)[C:29]([C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)=[CH:28][N:27]2[CH:46]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].C([O-])(O)=O.[Na+]>CN1C(=O)CCC1.C(O)(=O)C>[CH3:23][C:24]1[N:25]=[C:26]2[N:31]=[C:30]([C:32]3[CH:33]=[CH:34][C:35]([CH2:36][N:1]4[CH2:4][CH:3]([C:5]5[N:6]=[C:7]([C:10]6[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=6)[NH:8][N:9]=5)[CH2:2]4)=[CH:38][CH:39]=3)[C:29]([C:40]3[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=3)=[CH:28][N:27]2[CH:46]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 687522842-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridineHCID 867030344-(2-Methyl-6-phenyl-imidazo[1,2-a]pyrimidin-7-yl)benzaldehyde

생성물 1

HCID 178429805HCID 178429805, 화합물
수율 26.5%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

418.6 mg (1.53 mmol) 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridine×2HCl are dissolved in 12 mL NMP. After addition of 0.43 mL (3.05 mmol) triethylamine the reaction mixture is stirred for one hour. 435 mg (1.38 mmol) 4-(2-Methyl-6-phenyl-imidazo[1,2-a]pyrimidin-7-yl)-benzaldehyde and 0.19 mL acetic acid are added. The reaction mixture is stirred over night at room temperature. 706.1 mg (3.33 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature over the weekend. The reaction mixture is treated with saturated NaHCO3 and stirred for two hours. The precipitate is filtered off, washed with water, dried and purified by chromatography (silicagel, eluents: dichloromethane/methanol) yielding 182.1 mg (24%) of the title compound.

후처리

  1. stirringThe reaction mixture is stirred over night at room temperature
  2. stirringthe reaction mixture is stirred at room temperature over the weekend
  3. stirringstirred for two hours
  4. filtrationThe precipitate is filtered off
  5. washwashed with water
  6. customdried
  7. custompurified by chromatography (silicagel, eluents: dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-4f3ef1ef30d7435f928e25fb314ac0d5
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08957064B2

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