4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride → N-[4-chloro-3-(cyclopropylcarbamoyl)phenyl]-3-[cyclopropyl(hydroxy)methyl]-1-methyl-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide

HRID 1843058노트

반응식

HRID 1843058 반응식
[Cl-].COC1N=C(OC)N=C([N+]2(C)CCOCC2)N=1.[CH:19]1([CH:22]([OH:36])[C:23]2[C:27]([C:28]([F:31])([F:30])[F:29])=[C:26]([C:32]([OH:34])=O)[N:25]([CH3:35])[N:24]=2)[CH2:21][CH2:20]1.[NH2:37][C:38]1[CH:39]=[CH:40][C:41]([Cl:50])=[C:42]([CH:49]=1)[C:43]([NH:45][CH:46]1[CH2:48][CH2:47]1)=[O:44]>O1CCCC1>[Cl:50][C:41]1[CH:40]=[CH:39][C:38]([NH:37][C:32]([C:26]2[N:25]([CH3:35])[N:24]=[C:23]([CH:22]([CH:19]3[CH2:20][CH2:21]3)[OH:36])[C:27]=2[C:28]([F:29])([F:30])[F:31])=[O:34])=[CH:49][C:42]=1[C:43](=[O:44])[NH:45][CH:46]1[CH2:48][CH2:47]1

참가 물질

5

반응물 3

HCID 27340594-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chlorideHCID 167752405-amino-2-chloro-N-cyclopropylbenzamideHCID 585425253-[cyclopropyl(hydroxy)methyl]-1-methyl-4-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

생성물 1

HCID 67379064N-[4-chloro-3-(cyclopropylcarbamoyl)phenyl]-3-[cyclopropyl(hydroxy)methyl]-1-methyl-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide수율 44%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

515 mg (1.86 mmol) of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride are added to a solution of 410 mg (1.55 mmol) of 3-[cyclopropyl(hydroxy)methyl]-1-methyl-4-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid and 327 mg (1.55 mmol) of 5-amino-2-chloro-N-cyclopropylbenzamide in tetrahydrofuran (10 ml) and the mixture is stirred for six hours at room temperature. The reaction mixture is concentrated by evaporation, admixed with water, extracted with dichloromethane and the combined organic phases are dried over sodium sulphate. Following concentration by evaporation in vacuo, the solid is washed with dichloromethane to give 308 mg of (N-[4-chloro-3-(cyclopropylcarbamoyl)phenyl]-3-[cyclopropyl(hydroxy)methyl]-1-methyl-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide (44%).

후처리

  1. concentrationThe reaction mixture is concentrated by evaporation
  2. extractionextracted with dichloromethane
  3. dry with materialthe combined organic phases are dried over sodium sulphate
  4. concentrationconcentration
  5. customby evaporation in vacuo
  6. washthe solid is washed with dichloromethane

출처 및 근거

ORD 기록
ord-b993c838a4a7425e9aed3528e5a442cb
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946234B2

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