Triethylamine → N-[4-Chloro-3-(4-methylpiperazin-1-yl)phenyl]-N'-[4-(pyridin-4-yl)naphth-1-yl]urea

HRID 1275017

반응식

HRID 1275017 반응식
Cl[C:2](Cl)([O:4]C(=O)OC(Cl)(Cl)Cl)Cl.[N:13]1[CH:18]=[CH:17][C:16]([C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:22]([NH2:29])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1.C(N(CC)CC)C.[Cl:37][C:38]1[CH:44]=[CH:43][C:41]([NH2:42])=[CH:40][C:39]=1[N:45]1[CH2:50][CH2:49][N:48]([CH3:51])[CH2:47][CH2:46]1>ClCCl>[Cl:37][C:38]1[CH:44]=[CH:43][C:41]([NH:42][C:2]([NH:29][C:22]2[C:23]3[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:19]([C:16]3[CH:15]=[CH:14][N:13]=[CH:18][CH:17]=3)=[CH:20][CH:21]=2)=[O:4])=[CH:40][C:39]=1[N:45]1[CH2:46][CH2:47][N:48]([CH3:51])[CH2:49][CH2:50]1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 108570124-(Pyridin-4-yl)naphth-1-ylamineHCID 181800734-Chloro-3-(4-methylpiperazin-1-yl)aniline

생성물 1

HCID 22118919N-[4-Chloro-3-(4-methylpiperazin-1-yl)phenyl]-N'-[4-(pyridin-4-yl)naphth-1-yl]urea

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of triphosgene (39 mg, 0.13 mmole) in dichloromethane (10 ml) was added a solution of 4-(pyridin-4-yl)naphth-1-ylamine (D1, 82 mg, 0.37 mmole) and triethylamine (0.05 ml, 0.37 mmole) dropwise over 30 minutes. When the addition was complete the mixture was stirred at room temperature for 15 minutes, then a solution of 4-chloro-3-(4-methylpiperazin-1-yl)aniline (100 mg, 0.44 mmole, EP0533268A1) in dichloromethane (10 ml) was added over 5 minutes. After 18 h, the mixture was washed with 10% aqueous sodium carbonate solution and water, dried (Na2SO4) and evaporated to dryness. The residue was purified by column chromatography on silica gel eluting with 10% methanol/dichloromethane and the title compound was obtained as a white solid on trituration with ether (47 mg, 27%).

후처리

  1. additionWhen the addition
  2. waitAfter 18 h
  3. washthe mixture was washed with 10% aqueous sodium carbonate solution and water
  4. dry with materialdried (Na2SO4)
  5. customevaporated to dryness
  6. customThe residue was purified by column chromatography on silica gel eluting with 10% methanol/dichloromethane

출처 및 근거

ORD 기록
ord-58d818f6374b4e928a506fea67f2417a
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06159979

연결된 노트

불러오는 중…