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 1843058ノート

反応式

HRID 1843058 の反応式
[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

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-b993c838a4a7425e9aed3528e5a442cb
出典データセット
uspto-grants-2015_02
特許番号
US08946234B2

反応ノート

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