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Ammonium formate → Ethyl 5-amino-1-(2-fluorobenzyl)-1H-indole-2-carboxylate

HRID 1824982
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HRID 1824982 반응식
[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[CH:22][C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][C:10]([N+:14]([O-])=O)=[CH:11][CH:12]=2)[CH:7]=[C:6]1[C:17]([O:19][CH2:20][CH3:21])=[O:18].C([O-])=O.[NH4+]>C(OCC)(=O)C.C(O)C.[Pd]>[NH2:14][C:10]1[CH:9]=[C:8]2[C:13](=[CH:12][CH:11]=1)[N:5]([CH2:4][C:3]1[CH:22]=[CH:23][CH:24]=[CH:25][C:2]=1[F:1])[C:6]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:7]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 2723923Ammonium formateHCID 12068605Ethyl 1-(2-fluorobenzyl)-5-nitro-1H-indole-2-carboxylate

생성물 1

HCID 22144678Ethyl 5-amino-1-(2-fluorobenzyl)-1H-indole-2-carboxylate

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 8857Ethyl Acetate
용매

실험 절차

27.84 g (81.33 mmol) of ethyl 1-(2-fluorobenzyl)-5-nitro-1H-indole-2-carboxylate from Example II are initially charged in 750 ml of ethyl acetate and 750 ml of ethanol. 20.51 g (325.31 mmol) of ammonium formate and 2.78 g of palladium on activated carbon are added. The mixture is boiled at reflux and, after one hour, cooled and filtered off through kieselguhr. The filter cake is washed with ethyl acetate. The solvent is removed under reduced pressure and the residue is dried.

후처리

  1. temperatureat reflux and, after one hour
  2. temperaturecooled
  3. filtrationfiltered off through kieselguhr
  4. washThe filter cake is washed with ethyl acetate
  5. customThe solvent is removed under reduced pressure
  6. customthe residue is dried

출처 및 근거

ORD 기록
ord-2e7dc7ae76a34a628e15872cc7987b06
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07045544B2

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