1,2-Dichloroethane → HCID 66571517、化合物

HRID 83660ノート

反応式

HRID 83660 の反応式
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][N:7]2[CH:11]=[CH:10][N:9]=[C:8]2[C:12]([OH:14])=O)=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.Cl.[CH2:41]([NH:48][C:49]([CH:51]1[CH2:56][CH2:55][NH:54][CH2:53][CH2:52]1)=[O:50])[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1>O.CN(C=O)C>[CH2:41]([NH:48][C:49]([CH:51]1[CH2:56][CH2:55][N:54]([C:12]([C:8]2[N:7]([CH2:6][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:16][CH:15]=3)[CH:11]=[CH:10][N:9]=2)=[O:14])[CH2:53][CH2:52]1)=[O:50])[C:42]1[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=1

参加物

8

反応物 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 16232225N-benzylpiperidine-4-carboxamide hydrochlorideHCID 683797411-[(4-Chlorophenyl)methyl]-1H-imidazole-2-carboxylic acid

生成物 1

HCID 66571517HCID 66571517、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

The following was added sequentially to DMF: 1-(4-chlorobenzyl)-1H-imidazole-2-carboxylic acid (71 mg, 0.298 mmol), DIPEA (0.16 mL, 0.894 mmol), EDC (69 mg, 0.358 mmol), and HOBT (55 mg, 0.358 mmol). This was allowed to stir at rt for 30 min, at which time N-benzylpiperidine-4-carboxamide hydrochloride (76 mg, 0.298 mmol) was added and stirring continued at rt for 14 h. Addition of water caused precipitation, which was collected over a filter and washed with water and small amount of diethyl ether and EtOAc to give the title compound as a white solid. (Yield: 37 mg, 0.085 mmol, 28%) 1H NMR (400 MHz, CDCl3) 7.34-7.23, 7.13, 7.11, 7.04, 6.93, 5.79-5.65, 5.36, 4.63, 4.43, 3.14, 2.82, 2.42-2.32, 1.95, 1.83, 1.70-1.59

後処理

  1. additionwas added
  2. customprecipitation, which
  3. customwas collected over
  4. filtrationa filter
  5. washwashed with water and small amount of diethyl ether and EtOAc

出典と根拠

ORDレコード
ord-2d9fdd34cda945b3a3a9a6598629780d
出典データセット
uspto-grants-2014_09
特許番号
US08846684B2

反応ノート

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