Triethylamine → N-(2-Ethylamino-5-trifluoromethanesulfonyl-phenyl)-2-(4-methanesulfonyl-phenyl)-acetamide

HRID 1358754

反応式

HRID 1358754 の反応式
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([OH:14])=O)=[CH:7][CH:6]=1)(=[O:4])=[O:3].ON1C2C=CC=CC=2N=N1.C(N(CC)CC)C.[CH2:32]([NH:34][C:35]1[C:36]([NH2:48])=[CH:37][C:38]([S:41]([C:44]([F:47])([F:46])[F:45])(=[O:43])=[O:42])=[CH:39][CH:40]=1)[CH3:33]>C(#N)C>[CH2:32]([NH:34][C:35]1[CH:40]=[CH:39][C:38]([S:41]([C:44]([F:45])([F:46])[F:47])(=[O:42])=[O:43])=[CH:37][C:36]=1[NH:48][C:12](=[O:14])[CH2:11][C:8]1[CH:7]=[CH:6][C:5]([S:2]([CH3:1])(=[O:3])=[O:4])=[CH:10][CH:9]=1)[CH3:33]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 5723454-Mesylphenylacetic acidHCID 703518N1-ethyl-4-trifluoromethanesulfonylbenzene-1,2-diamine

生成物 1

HCID 9956080N-(2-Ethylamino-5-trifluoromethanesulfonyl-phenyl)-2-(4-methanesulfonyl-phenyl)-acetamide

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 4-methylsulfonylphenylacetic acid (100 mg, 0.467 mmol) in acetonitrile was added 1-hydroxybenzotriazole (76 mg, 0.56 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carboiimide hydrochloride (108 mg, 0.56 mmol), triethylamine (0.143 mL, 1.03 mmol) and N1-ethyl-4-[(trifluoromethyl)sulfonyl]benzene-1,2-diamine (125 mg, 0.467 mmol). The mixture was stirred at room temperature for overnight. The reaction was extracted with ethyl acetate, washed with water and brine, dried, concentrated and recrystallized from ethyl acetate to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ9.54 (br s, 1H, NH), 7.88 (d, J=8.3 Hz, 2H), 7.75 (d, J=2.1 Hz, 1H), 7.64 (dd, 1H), 7.61 (d, J=8.3 Hz, 2H), 6.90 (d, J=9.0 Hz, 1H), 6.70 (t, J=5.2 Hz, 1H, NH), 3.86 (s, 2H, CH2), 3.31 (s, 3H, CH3), 3.29 (m, 2H, NCH2CH3), 1.20 (t, J=7.1 Hz, 3H, NCH2CH3). MS 465 [M++1].

後処理

  1. extractionThe reaction was extracted with ethyl acetate
  2. washwashed with water and brine
  3. customdried
  4. concentrationconcentrated
  5. customrecrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-ba4f8aed8a1b4c888778176ca726eb1f
出典データセット
uspto-grants-2003_07
特許番号
US06596772B1

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