Nitrogen → HCID 90019740、化合物

HRID 2175059ノート

反応式

HRID 2175059 の反応式
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

参加物

8

反応物 4

HCID 947NitrogenHCID 81531DiisopropylethylamineHCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 90019210HCID 90019210、化合物

生成物 1

HCID 90019740HCID 90019740、化合物収率 90.1%

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-cc7e99e91f3e4db893a4a6336e9fae8b
出典データセット
uspto-grants-2015_06
特許番号
US09062050B2

反応ノート

読み込み中…