Nitrogen → HCID 90019740, 화합물

HRID 2175059노트

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HRID 2175059 반응식
N#N.Cl[C:4]1[N:9]=[C:8]([NH:10][C@H:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([F:20])[CH:18]=3)[CH2:13][CH2:12]2)[C:7]([N+:21]([O-:23])=[O:22])=[CH:6][CH:5]=1.[CH3:24][C:25]1[NH:29][N:28]=[C:27]([NH2:30])[CH:26]=1.C(N(C(C)C)CC)(C)C>CO.O.CS(C)=O>[F:20][C:17]1[CH:18]=[C:19]2[C:14]([CH2:13][CH2:12][C@H:11]2[NH:10][C:8]2[C:7]([N+:21]([O-:23])=[O:22])=[CH:6][CH:5]=[C:4]([NH:30][C:27]3[CH:26]=[C:25]([CH3:24])[NH:29][N:28]=3)[N:9]=2)=[CH:15][CH:16]=1

참가 물질

8

반응물 4

HCID 947NitrogenHCID 81531DiisopropylethylamineHCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 90019210HCID 90019210, 화합물

생성물 1

HCID 90019740HCID 90019740, 화합물수율 90.1%

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 887Methanol용매HCID 962Water용매

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온도
70 °C

실험 절차

Equip a 3 neck flask (22 L) with a thermocouple, condenser, overhead stirrer, N2 inlet, and heating mantle. To the flask, charge 6-chloro-N-[(1R)-6-fluoro-2,3-dihydro-1H-inden-1-yl]-3-nitropyridin-2-amine (600 g, 1.95 mol), 5-methyl-1H-pyrazol-3-amine (208.31 g, 2.14 mol), dimethylsulfoxide (6.0 L), and diisopropylethylamine (680.11 mL, 3.90 moles). Stir the solution at 70° C. for 20 hours. Cool the mixture to ambient temperature and dilute it with MeOH (6.0 L). Add de-ionized water (2.1 L) to the solution over one hour to give in an orange suspension. Stir the suspension for one hour, and then filter through polypropylene. Wash the filter cake with de-ionized water (12 L), transfer the solid to a tared dish and vacuum-dry (50° C.) to constant weight to provide the title compound (647 g, 90%). MS (m/z): 369 (M+1).

후처리

  1. temperatureheating mantle
  2. temperatureCool the mixture to ambient temperature
  3. customto give in an orange suspension
  4. stirringStir the suspension for one hour
  5. filtrationfilter through polypropylene
  6. washWash the filter cake with de-ionized water (12 L)
  7. customvacuum-dry (50° C.) to constant weight

출처 및 근거

ORD 기록
ord-cc7e99e91f3e4db893a4a6336e9fae8b
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09062050B2

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