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Diisopropylethylamine → (4-Benzyl-6-methyl-pyrimidin-2-yl)-[(R)-1-(3-methyl-[1,2,4]thiadiazol-5-yl)-pyrrolidin-3-yl]-amine

HRID 451424
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HRID 451424 반응식
Cl.Cl.[CH3:3][C:4]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][CH:12]([NH2:15])[CH2:11]C2)[S:6][N:5]=1.[CH2:16]([C:23]1[CH:28]=[C:27]([CH3:29])[N:26]=[C:25](Cl)[N:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(N(CC)C(C)C)(C)C>O1CCOCC1.O>[CH2:16]([C:23]1[CH:28]=[C:27]([CH3:29])[N:26]=[C:25]([NH:15][C@@H:12]2[CH2:13][CH2:14][N:9]([C:7]3[S:6][N:5]=[C:4]([CH3:3])[N:8]=3)[CH2:11]2)[N:24]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1
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참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 673442811-(3-Methyl-1,2,4-thiadiazol-5-yl)piperidin-4-amine dihydrochlorideHCID 866336184-Benzyl-2-chloro-6-methyl-pyrimidine

생성물 1

HCID 67344305(4-Benzyl-6-methyl-pyrimidin-2-yl)-[(R)-1-(3-methyl-[1,2,4]thiadiazol-5-yl)-pyrrolidin-3-yl]-amine

시약·촉매·용매 2

HCID 962Water용매
HCID 31275
1,4-Dioxane
용매

실험 절차

A solution of 1-(3-methyl-[1,2,4]thiadiazol-5-yl)-piperidin-4-ylamine dihydrochloride (54.2 mg, 0.2 mmol), 4-benzyl-2-chloro-6-methyl-pyrimidine (48.1 mg, 0.22 mmol)) and N,N-diisopropylethyl amine (120 L, 0.7 mmol) in dioxane (0.6 mL) was heated at 200° C. in a microwave oven for 1 hour. The reaction was diluted with water and extracted twice with ethyl acetate. The combined organic layers were washed with saturated aqueous NaCl solution, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel with EtOAc as eluent. The title compound was obtained as a yellow viscous oil (22 mg, 29%).

후처리

  1. extractionextracted twice with ethyl acetate
  2. washThe combined organic layers were washed with saturated aqueous NaCl solution
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel with EtOAc as eluent

출처 및 근거

ORD 기록
ord-03bba97873c043a796770718b50c609a
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08486967B2

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