1,8-Diazabicyclo(5.4.0)undec-7-ene → 6-Methoxy-3-(4-nitro-pyrazol-1-yl)-1-oxa-9-aza-phenanthren-2-one
反応式
C(=O)([O-])O.[Na+].[N+:6]([C:9]1[CH:10]=[N:11][N:12]([CH2:14][C:15]([OH:17])=[O:16])[CH:13]=1)([O-:8])=[O:7].F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.O[C:43]1[CH:44]=[N:45][C:46]2[C:51]([C:52]=1[CH:53]=O)=[CH:50][C:49]([O:55][CH3:56])=[CH:48][CH:47]=2.N12CCCN=C1CCCCC2>CN(C)C=O.O>[CH3:56][O:55][C:49]1[CH:50]=[C:51]2[C:46](=[CH:47][CH:48]=1)[N:45]=[CH:44][C:43]1[O:16][C:15](=[O:17])[C:14]([N:12]3[CH:13]=[C:9]([N+:6]([O-:8])=[O:7])[CH:10]=[N:11]3)=[CH:53][C:52]2=1参加物
反応物 5
HCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene
HCID 516892Sodium Bicarbonate
HCID 12834772-(4-nitro-1H-pyrazol-1-yl)acetic acid
HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)
HCID 866715273-Hydroxy-6-methoxy-quinoline-4-carbaldehyde生成物 1
試薬・触媒・溶媒 2
実験手順
Sodium hydrogen carbonate (4.96 g, 59.06 mmol, 3.0 eq) is added at room temperature to a stirred solution of (4-nitro-pyrazol-1-yl)-acetic acid (3.77 g, 21.65 mmol, 1.1 eq) and O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (14.97 g, 39.37 mmol, 2.0 eq) in N,N-dimethylformamide (200 mL). After 1 h30 stirring at room temperature 3-hydroxy-6-methoxy-quinoline-4-carbaldehyde (4.0 g, 19.69 mmol, 1.0 eq) is added and the resulting mixture is stirred at room temperature for 3 hours before the addition of 1,8-diazabicyclo[5,4,0]undec-7-ene (11.8 mL, 78.74 mmol, 4.0 eq). After 48 hours stirring at room temperature, the reaction mixture is poured into water (1000 mL) and the resulting solid is collected by filtration to afford 6-methoxy-3-(4-nitro-pyrazol-1-yl)-1-oxa-9-aza-phenanthren-2-one as a yellow solid (4.0 g, 57% yield).
後処理
- filtrationthe resulting solid is collected by filtration
出典と根拠
- ORDレコード
- ord-00af50a335934d59af85abe14f14a964
- 出典データセット
- uspto-grants-2015_01
- 特許番号
- US08927541B2
反応ノート
読み込み中…