2-(4-Chlorophenyl)ethylamine → HCID 66571402、化合物

HRID 83633

反応式

HRID 83633 の反応式
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[C:8]2[C:16]([N:18]2[CH2:23][CH2:22][CH:21]([C:24](O)=[O:25])[CH2:20][CH2:19]2)=[O:17])=[CH:4][CH:3]=1.Cl.C(N=C=NCCCN(C)C)C.N1(O)C2C=CC=CC=2N=N1.[Cl:51][C:52]1[CH:57]=[CH:56][C:55]([CH2:58][CH2:59][NH2:60])=[CH:54][CH:53]=1.C(N(C(C)C)C(C)C)C>C(Cl)Cl.O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[C:8]2[C:16]([N:18]2[CH2:23][CH2:22][CH:21]([C:24]([NH:60][CH2:59][CH2:58][C:55]3[CH:56]=[CH:57][C:52]([Cl:51])=[CH:53][CH:54]=3)=[O:25])[CH2:20][CH2:19]2)=[O:17])=[CH:4][CH:3]=1

参加物

9

反応物 5

HCID 674302-(4-Chlorophenyl)ethylamineHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 573857961-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid

生成物 1

HCID 66571402HCID 66571402、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid (100 mg, 0.252 mmol), N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (72.5 mg, 0.378 mmol), and 1H-benzo[d][1,2,3]triazol-1-ol (51.1 mg, 0.378 mmol) were dissolved in DCM (Volume: 3.0 mL). The reaction was stirred for 10 minutes before 2-(4-chlorophenyl)ethanamine (0.053 mL, 0.378 mmol) and N-ethyl-N-isopropylpropan-2-amine (0.066 mL, 0.378 mmol). The reaction was stirred overnight at room temperature. The reaction was diluted with water and ethyl acetate. The organic layer was washed with 1N HCl, saturated sodium bicarbonate solution, and finally saturated sodium chloride. the organic layer was then dried over magnesium sulfate, filtered and concentrated. The crude material was triturated in ethyl acetate to give the product as a white solid. (Yield: 60 mg, white solid) 1H-NMR (400 MHz, DMSO-d6) 7.85, 7.63, 7.54, 7.38-7.31, 7.24-7.18, 7.14-7.06, 6.71, 5.49, 4.37, 4.00, 3.26, 2.92, 2.69, 2.37-2.27, 1.76-1.22

後処理

  1. washThe organic layer was washed with 1N HCl, saturated sodium bicarbonate solution, and finally saturated sodium chloride
  2. dry with materialthe organic layer was then dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude material was triturated in ethyl acetate

出典と根拠

ORDレコード
ord-36bf2828d2b24b7dbdd48dec96b99eb0
出典データセット
uspto-grants-2014_09
特許番号
US08846684B2

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