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Triethylamine → HCID 46851730, 화합물

HRID 241643
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HRID 241643 반응식
[CH:1]1([CH2:4][N:5]2[C:9]3[CH:10]=[CH:11][C:12]([S:14]([CH2:17][CH:18]4[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]4)(=[O:16])=[O:15])=[CH:13][C:8]=3[N:7]=[C:6]2[CH2:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:3][CH2:2]1.Cl.Cl[C:31]1[CH:36]=[CH:35][N:34]=[CH:33][CH:32]=1.C(N(CC)CC)C>C(O)C>[CH:1]1([CH2:4][N:5]2[C:9]3[CH:10]=[CH:11][C:12]([S:14]([CH2:17][CH:18]4[CH2:19][CH2:20][N:21]([C:31]5[CH:36]=[CH:35][N:34]=[CH:33][CH:32]=5)[CH2:22][CH2:23]4)(=[O:15])=[O:16])=[CH:13][C:8]=3[N:7]=[C:6]2[CH2:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:2][CH2:3]1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 818524-Chloropyridine hydrochlorideHCID 58513582HCID 58513582, 화합물

생성물 1

HCID 46851730HCID 46851730, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
150 °C

실험 절차

A mixture of 1-(cyclopropylmethyl)-2-neopentyl-5-(piperidin-4-ylmethylsulfonyl)-1H-benzo[d]imidazole (STEP D, 25 mg, 0.062 mmol), 4-chloropyridine hydrochloride (19 mg, 0.12 mmol) and triethylamine (35 microL, 0.25 mmol) in ethanol was stirred at 150° C. under microwave for 3 h. The solvent was removed. The residue was diluted with ethyl acetate and saturated sodium bicarbonate aqueous solution to separate. The aqueous layer was extracted with ethyl acetate (3 mL×2) and the organic layer was filtered through magnesium sulfate column. The filtrate was concentrated in vacuo. The residue was purified by prep-LC-MS (“process A”).

후처리

  1. customThe solvent was removed
  2. additionThe residue was diluted with ethyl acetate and saturated sodium bicarbonate aqueous solution
  3. customto separate
  4. extractionThe aqueous layer was extracted with ethyl acetate (3 mL×2)
  5. filtrationthe organic layer was filtered through magnesium sulfate column
  6. concentrationThe filtrate was concentrated in vacuo
  7. customThe residue was purified by prep-LC-MS (“process A”)

출처 및 근거

ORD 기록
ord-f0349c76be3e48e1819eede1bd8cff46
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08653063B2

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