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

HRID 1695061노트

반응식

HRID 1695061 반응식
[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

참가 물질

8

반응물 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, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 57417360Sodium chloride; water용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-c20f5a39481a4225abeebade2cb1c341
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158656B2

반응 노트

불러오는 중…