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

HRID 1695062ノート

反応式

HRID 1695062 の反応式
O=C1[C:10](=[N:11][N:12]=CC2(C)CC(C)(C(O)=O)CN2)[C:9]2C(=[CH:5][CH:6]=[CH:7][CH:8]=2)N1.Cl.C(N=C=NCCCN(C)C)C.[OH:36][C:37]1C2N=NNC=2[CH:40]=[CH:39][CH:38]=1.C([N:48]([CH2:51][CH3:52])[CH2:49][CH3:50])C.[NH2:53][C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][C:55]=1[NH:60][C:61](=[O:72])[C:62]1[CH:67]=[CH:66][C:65]([NH:68][CH2:69][CH2:70][NH2:71])=[N:64][CH:63]=1.[CH3:73][N:74]([CH:76]=[O:77])C>[Cl-].[Na+].O>[NH2:53][C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][C:55]=1[NH:60][C:61](=[O:72])[C:62]1[CH:67]=[CH:66][C:65]([NH:68][CH2:69][CH2:70][NH:71][C:37]([C:38]2[C:39]([CH3:40])=[C:51]([CH:52]=[N:12][N:11]=[C:10]3[C:9]4[C:73](=[CH:5][CH:6]=[CH:7][CH:8]=4)[NH:74][C:76]3=[O:77])[NH:48][C:49]=2[CH3:50])=[O:36])=[N:64][CH:63]=1

参加物

8

反応物 6

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 57993739N-(2-aminophenyl)-6-(2-aminoethylamino)nicotinamideHCID 1372525132-(((2-Oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-4-carboxylic acidHCID 178418300HCID 178418300、化合物

生成物 1

HCID 136626626n-(2-Aminophenyl)-6-(2-(2-(((2-oxoindolin-3-ylidene)hydrazono)-methyl)-3,5-dimethyl-1h-pyrrole-4-carboxamido)ethylamino)nicotinamide収率 70%

試薬・触媒・溶媒 1

HCID 57417360Sodium chloride; water溶媒

実験手順

2-(((2-Oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-4-carboxylic acid (310 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 (394 mg, 70%) as a red solid. LC-MS (m/z) 564 (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-bc79ba78ab87458b85f153796c27d7ee
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…