Dimethylformamide → HCID 58014984, 화합물

HRID 1676527노트

반응식

HRID 1676527 반응식
Cl.Cl.[CH3:3][S:4]([CH2:7][CH2:8][CH2:9][N:10]1[CH2:15][CH2:14][CH:13]([NH2:16])[CH2:12][CH2:11]1)(=[O:6])=[O:5].N1([O:26][C:27](=O)[C:28]2[CH:33]=[CH:32][C:31]([NH2:34])=[C:30]([O:35][CH3:36])[CH:29]=2)C2C=CC=CC=2N=N1.CN(C)C=O.C(N(CC)CC)C>ClCCl>[NH2:34][C:31]1[CH:32]=[CH:33][C:28]([C:27]([NH:16][CH:13]2[CH2:14][CH2:15][N:10]([CH2:9][CH2:8][CH2:7][S:4]([CH3:3])(=[O:6])=[O:5])[CH2:11][CH2:12]2)=[O:26])=[CH:29][C:30]=1[O:35][CH3:36]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 106606854-Amino-3-methoxy-benzoic acid benzotriazol-1-yl esterHCID 673553041-(3-Methanesulfonyl-propyl)-piperidin-4-ylamine dihydrochloride

생성물 1

HCID 58014984HCID 58014984, 화합물수율 69%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of 2.3 g of 1-(3-methanesulfonyl-propyl)-piperidin-4-ylamine dihydrochloride, 2.7 g (0.0095 mole) of 4-amino-3-methoxy-benzoic acid benzotriazol-1-yl ester and 15 mL of dimethylformamide was added 4.0 g (0.0395 mole) of triethylamine. The mixture was stirred at room temperature for 20 hours, then diluted with 150 mL of dichloromethane. The mixture was washed twice with 100 mL of sodium bicarbonate, once with 50 mL of water, once with 50 mL of brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with dichloromethane-methanol (gradient, 100:0-80:20) to give 2.0 g of 4-amino-N-[1-(3-methanesulfonyl-propyl)-piperidin-4-yl]-3-methoxy-benzamide.

후처리

  1. washThe mixture was washed twice with 100 mL of sodium bicarbonate, once with 50 mL of water, once with 50 mL of brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel chromatography
  6. washeluting with dichloromethane-methanol (gradient, 100:0-80:20)

출처 및 근거

ORD 기록
ord-e7c1cfcc53fb43d08405f509ec108626
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003785B2

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