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Ammonium formate → Methyl 2-amino-5-((((tert-butoxy)carbonyl)amino)methyl)benzoate

HRID 80479
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HRID 80479 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([N+:20]([O-])=O)=[C:14]([CH:19]=1)[C:15]([O:17][CH3:18])=[O:16])=[O:7])([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>CCO.[Pd]>[NH2:20][C:13]1[CH:12]=[CH:11][C:10]([CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])=[CH:19][C:14]=1[C:15]([O:17][CH3:18])=[O:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 19698365Methyl 5-tert-butoxycarbonylaminomethyl-2-nitrobenzoate

생성물 1

HCID 60103040Methyl 2-amino-5-((((tert-butoxy)carbonyl)amino)methyl)benzoate수율 81.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A mixture of 0.273 g of methyl 5-{[(tert-butoxycarbonyl)amino]methyl}-2-nitrobenzoate, 0.166 g of ammonium formate and 0.094 g of Pd/C (10%) in 10 ml of EtOH purged beforehand with nitrogen is irradiated under a microwave field at 120° C. for 5 min. The mixture is filtered and the filtrate is evaporated under reduced pressure. The residue is chromatographed on silica gel, elution being carried out with an AcOEt/heptane mixture, (5/95, v/v) as far as (30/70, v/v), to give 0.2 g of the expected product.

후처리

  1. customis irradiated under a microwave field at 120° C. for 5 min
  2. filtrationThe mixture is filtered
  3. customthe filtrate is evaporated under reduced pressure
  4. customThe residue is chromatographed on silica gel, elution

출처 및 근거

ORD 기록
ord-d44a99076f3642e0ae87cedb39008813
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846654B2

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