Diisopropylethylamine → N-tert-Butyl-3-((4-(3-fluoro-4-(3-(5-(trifluoromethyl)pyridin-2-yl)ureido)benzoyl)piperazin-1-yl)methyl)benzamide

HRID 1878335노트

반응식

HRID 1878335 반응식
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[CH:5][C:6]([NH2:9])=[N:7][CH:8]=1.C(N(C(C)C)C(C)C)C.[C:21](=O)(OC(Cl)(Cl)Cl)[O:22]C(Cl)(Cl)Cl.[NH2:33][C:34]1[CH:61]=[CH:60][C:37]([C:38]([N:40]2[CH2:45][CH2:44][N:43]([CH2:46][C:47]3[CH:48]=[C:49]([CH:57]=[CH:58][CH:59]=3)[C:50]([NH:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[CH2:42][CH2:41]2)=[O:39])=[CH:36][C:35]=1[F:62]>ClCCl>[C:53]([NH:52][C:50](=[O:51])[C:49]1[CH:57]=[CH:58][CH:59]=[C:47]([CH2:46][N:43]2[CH2:44][CH2:45][N:40]([C:38](=[O:39])[C:37]3[CH:60]=[CH:61][C:34]([NH:33][C:21]([NH:9][C:6]4[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:10])[F:11])=[CH:8][N:7]=4)=[O:22])=[C:35]([F:62])[CH:36]=3)[CH2:41][CH2:42]2)[CH:48]=1)([CH3:56])([CH3:55])[CH3:54]

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 7358622-Amino-5-(trifluoromethyl)pyridineHCID 668785283-((4-(4-amino-3-fluorobenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide

생성물 1

HCID 57917679N-tert-Butyl-3-((4-(3-fluoro-4-(3-(5-(trifluoromethyl)pyridin-2-yl)ureido)benzoyl)piperazin-1-yl)methyl)benzamide수율 52%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

5-(Trifluoromethyl)pyridin-2-amine (0.485 mmol, 0.079 g) and N-ethyl-N-isopropylpropan-2-amine (0.727 mmol, 0.120 mL, 0.094 g) were added to a stirred solution of bis(trichloromethyl) carbonate (0.160 mmol, 0.047 g) in dichloromethane (10 mL). The reaction was stirred for 3 hours at room temperature. 3-((4-(4-Amino-3-fluorobenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide (0.242 mmol, 0.1 g) was added and the reaction stirred for 30 minutes. The reaction was heated in the microwave at 120° C. for 10 minutes. The reaction was concentrated under vacuum and purified by acidic reverse phase HPLC to afford the title compound (50 mg).

후처리

  1. stirringthe reaction stirred for 30 minutes
  2. temperatureThe reaction was heated in the microwave at 120° C. for 10 minutes
  3. concentrationThe reaction was concentrated under vacuum
  4. custompurified by acidic reverse phase HPLC

출처 및 근거

ORD 기록
ord-38fdedd871d9409ab6eebf55c88418a9
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08314091B2

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