Triethylamine → (z)-n-(2-Aminophenyl)-6-(2-(2-((2-oxoindolin-3-ylidene)methyl)-3,5-dimethyl-1h-pyrrole-4-carboxamido)ethylamino)nicotinamide

HRID 1695061ノート

反応式

HRID 1695061 の反応式
[O:1]=[C:2]1[NH:3][C:4]2[C:9](/[C:10]/1=[CH:11]/[C:12]1[NH:16][C:15]([CH3:17])=[C:14]([C:18]([OH:20])=O)[C:13]=1[CH3:21])=[CH:8][CH:7]=[CH:6][CH:5]=2.Cl.C(N=C=NCCCN(C)C)C.OC1C2N=NNC=2C=CC=1.C(N(CC)CC)C.[NH2:51][C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][C:53]=1[NH:58][C:59](=[O:70])[C:60]1[CH:65]=[CH:64][C:63]([NH:66][CH2:67][CH2:68][NH2:69])=[N:62][CH:61]=1>[Cl-].[Na+].O.CN(C=O)C>[NH2:51][C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][C:53]=1[NH:58][C:59](=[O:70])[C:60]1[CH:65]=[CH:64][C:63]([NH:66][CH2:67][CH2:68][NH:69][C:18]([C:14]2[C:13]([CH3:21])=[C:12](/[CH:11]=[C:10]3\[C:2](=[O:1])[NH:3][C:4]4[C:9]\3=[CH:8][CH:7]=[CH:6][CH:5]=4)[NH:16][C:15]=2[CH3:17])=[O:20])=[N:62][CH:61]=1

参加物

8

反応物 5

HCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 118328715-(2-Oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acidHCID 57993739N-(2-aminophenyl)-6-(2-aminoethylamino)nicotinamideHCID 178418300HCID 178418300、化合物

生成物 1

HCID 44538665(z)-n-(2-Aminophenyl)-6-(2-(2-((2-oxoindolin-3-ylidene)methyl)-3,5-dimethyl-1h-pyrrole-4-carboxamido)ethylamino)nicotinamide収率 86%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

5-(2-Oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (282 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (384 mg, 2 mmol), hydroxybenzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and N-(2-aminophenyl)-6-(2-aminoethylamino)nicotinamide (284 mg, 1.05 mmol) were added. The mixture was stirred for 20 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (460 mg, 86%) as a yellow solid. LC-MS (m/z) 536 (M+1).

後処理

  1. additionwere added
  2. filtrationThe solids were collected by vacuum filtration
  3. washwashed with water
  4. customdried under vacuum

出典と根拠

ORDレコード
ord-c20f5a39481a4225abeebade2cb1c341
出典データセット
uspto-grants-2012_04
特許番号
US08158656B2

反応ノート

読み込み中…