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

HRID 1258664노트

반응식

HRID 1258664 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) were 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) was added to the reaction mixture and stirring was continued overnight. The mixture was concentrated, diluted with EtOAc and washed with sat.aq. NaHCO3-solution, water and brine. The organic layer was dried over Na2SO4 and concentrated to give the subtitle compound.

후처리

  1. concentrationThe mixture was concentrated
  2. additiondiluted with EtOAc
  3. washwashed with sat.aq
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-dc1932b53c6f4cc3becb0ae023112c59
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466186B2

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