Tris(hydroxymethyl)aminomethane → HCID 59420891、化合物

HRID 499210

反応式

HRID 499210 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([NH:11][C:12](=[O:23])[NH:13][C:14]2[CH:22]=[CH:21][C:17]([C:18](O)=[O:19])=[CH:16][CH:15]=2)[N:8]([CH3:10])[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[N:24]1[CH:29]=[CH:28][C:27]([CH2:30][N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)=[CH:26][CH:25]=1.C1CCC(N=C=NC2CCCCC2)CC1.C1C=CC2N(O)N=NC=2C=1.C(O)C(N)(CO)CO>ClCCl.CN(C=O)C>[C:1]([C:5]1[CH:6]=[C:7]([NH:11][C:12]([NH:13][C:14]2[CH:15]=[CH:16][C:17]([C:18]([N:34]3[CH2:35][CH2:36][N:31]([CH2:30][C:27]4[CH:26]=[CH:25][N:24]=[CH:29][CH:28]=4)[CH2:32][CH2:33]3)=[O:19])=[CH:21][CH:22]=2)=[O:23])[N:8]([CH3:10])[N:9]=1)([CH3:2])([CH3:3])[CH3:4]

参加物

8

反応物 5

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 8087151-((Pyridin-4-yl)methyl)piperazineHCID 59420892HCID 59420892、化合物

生成物 1

HCID 59420891HCID 59420891、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
45 °C

実験手順

To a solution of 4-[3-(5-tert-butyl-2-methyl-2H-pyrazol-3-yl)-ureido]benzoic acid (0.08 g, 0.26 mmol) in a mixture of dichloromethane (4 mL) and DMF (0.20 mL) is added 1-(4-pyridinylmethyl)piperazine (0.046 g, 0.26 mmol), PS-DCC (0.41 g, 0.52 mmol) and HOBT (0.035 g, 0.26 mmol). The mixture is stirred overnight at 45° C. in a closed tube (orbital stirring). Then PS-Trisamine is added (0.52 mmol) and the mixture is stirred for 4 hr at room temperature, filtrated, and washed three times with dichloromethane. The solvents are evaporated under reduced pressure and the residue is purified by biotage column chromatography (eluent: ethyl acetate/methanol 10:1) to give 0.020 g (0.04 mmol), 16% as white solid. ES+(m/z)=476 [M+H].

後処理

  1. stirring(orbital stirring)
  2. stirringthe mixture is stirred for 4 hr at room temperature
  3. filtrationfiltrated
  4. washwashed three times with dichloromethane
  5. customThe solvents are evaporated under reduced pressure
  6. customthe residue is purified by biotage column chromatography (eluent: ethyl acetate/methanol 10:1)
  7. customto give 0.020 g (0.04 mmol), 16% as white solid

出典と根拠

ORDレコード
ord-813e2fcf51114c428f7ac57a1c0ba47b
出典データセット
uspto-grants-2010_08
特許番号
US07767674B2

関連ノート

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