O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → N-(4-Chloro-3-nitrobenzyl)-1-(trifluoromethyl)cyclopropanecarboxamide

HRID 2042823노트

반응식

HRID 2042823 반응식
CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[F:23][C:24]([F:32])([F:31])[C:25]1([C:28](O)=[O:29])[CH2:27][CH2:26]1.[Cl:33][C:34]1[CH:41]=[CH:40][C:37]([CH2:38][NH2:39])=[CH:36][C:35]=1[N+:42]([O-:44])=[O:43]>C1COCC1>[Cl:33][C:34]1[CH:41]=[CH:40][C:37]([CH2:38][NH:39][C:28]([C:25]2([C:24]([F:32])([F:31])[F:23])[CH2:27][CH2:26]2)=[O:29])=[CH:36][C:35]=1[N+:42]([O-:44])=[O:43]

참가 물질

5

반응물 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27783061-(Trifluoromethyl)cyclopropane-1-carboxylic acidHCID 18796740(4-Chloro-3-nitrophenyl)methanamine

생성물 1

HCID 59529820N-(4-Chloro-3-nitrobenzyl)-1-(trifluoromethyl)cyclopropanecarboxamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

TBTU (0.44 g, 1.4 mmol) and TEA (0.43 mL, 3.1 mmol) are added to 1-trifluoromethyl-cyclopropanecarboxylic acid (0.19 g, 1.2 mmol) in THF (5 mL). After 10 min at rt 4-chloro-3-nitro-benzylamine (0.23 g, 1.2 mmol) is added to the reaction mixture and stirring is continued overnight. The mixture is concentrated, the crude is diluted with EtOAc and washed with sat.aq. NaHCO3-solution, water and brine. The organic layer is dried with Na2SO4 and concentrated.

후처리

  1. concentrationThe mixture is concentrated
  2. additionthe crude is diluted with EtOAc
  3. washwashed with sat.aq
  4. dry with materialThe organic layer is dried with Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ea9ada327f6d4ad18c1661318e265f51
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08586604B2

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