HCID 71007327, 화합물 → HCID 71007334, 화합물

HRID 716188노트

반응식

HRID 716188 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]=2[N+:14]([O-])=O)[CH:7]=1>CCO.CCOC(C)=O.[Pd]>[NH2:14][C:9]1[CH:10]=[N:11][CH:12]=[CH:13][C:8]=1[C:6]1[CH:5]=[C:4]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:22])([CH3:21])[CH3:23])[CH:3]=[C:2]([CH3:1])[CH:7]=1

참가 물질

5

반응물 1

HCID 71007327HCID 71007327, 화합물

생성물 1

HCID 71007334HCID 71007334, 화합물수율 111.7%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

tert-butyl (3-(3-aminopyridin-4-yl)-5-methylphenyl) carbamate. A solution of tert-butyl (3-methyl-5-(3-nitropyridin-4-yl)phenyl)carbamate (198 mg, 0.60 mmol) in EtOH (5 mL) and EtOAc (5 mL) was degassed by bubbling N2 (g) through the solution for 10 min. Pd/C (10 wt %, 64 mg, 0.060 mmol) was added. A gas bag with a 3-way stopcock filled with H2 was attached to the flask. The flask was evacuated under vacuum and then back-filled with H2 (3×). The mixture was stiffed overnight at RT. The solution was degassed by bubbling N2 (g) through the solution for 10 min and was then filtered through celite. The solution was concentrated to afford tert-butyl (3-(3-aminopyridin-4-yl)-5-methylphenyl)carbamate (200 mg, 0.67 mmol, 111% yield) as an off-white foam. MS (ESI, pos. ion) m/z: 300.0 (M+1).

후처리

  1. customby bubbling N2 (g) through the solution for 10 min
  2. additionA gas bag with a 3-way stopcock filled with H2
  3. customThe flask was evacuated under vacuum
  4. additionback-filled with H2 (3×)
  5. customThe solution was degassed
  6. customby bubbling N2 (g) through the solution for 10 min
  7. filtrationwas then filtered through celite
  8. concentrationThe solution was concentrated

출처 및 근거

ORD 기록
ord-886ab991c7fe4d059be079548838d921
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187486B2

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