Potassium Carbonate → Methyl 3-({3-[(tert-butoxycarbonyl)amino]propyl}amino)-4-nitrobenzoate

HRID 1160998

반응식

HRID 1160998 반응식
F[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[C:5]([O:7][CH3:8])=[O:6].[C:15]([NH:22][CH2:23][CH2:24][CH2:25][NH2:26])([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:18]([O:17][C:15]([NH:22][CH2:23][CH2:24][CH2:25][NH:26][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[C:5]([O:7][CH3:8])=[O:6])=[O:16])([CH3:21])([CH3:20])[CH3:19]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 592761Methyl 3-fluoro-4-nitrobenzoateHCID 2735700tert-Butyl (3-aminopropyl)carbamate

생성물 1

HCID 67235341Methyl 3-({3-[(tert-butoxycarbonyl)amino]propyl}amino)-4-nitrobenzoate수율 99%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of methyl 3-fluoro-4-nitrobenzoate (5.8 g, 1 eq), N-Boc-1,3-diaminopropane (5.75 g, 1.1 eq) and potassium carbonate (8.04 g, 2 eq) in acetonitrile (200 ml) is heated under reflux for 2 hours then concentrated under reduced pressure at 40° C. The residue is taken up in dichloromethane (200 ml) and water (100 ml). After decantation and extractions, the combined organic phases are washed with salt water, dried over Na2SO4 then concentrated under reduced pressure at 40° C. The solid obtained is washed with petroleum ether and dried (10.2 g; 99% yield).

후처리

  1. temperatureis heated
  2. temperatureunder reflux for 2 hours
  3. concentrationthen concentrated under reduced pressure at 40° C
  4. extractionAfter decantation and extractions
  5. washthe combined organic phases are washed with salt water
  6. dry with materialdried over Na2SO4
  7. concentrationthen concentrated under reduced pressure at 40° C
  8. customThe solid obtained
  9. washis washed with petroleum ether
  10. customdried (10.2 g; 99% yield)

출처 및 근거

ORD 기록
ord-62be4d48cd824805ab3235fb2b6032b9
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816539B2

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