Potassium Phosphate, Tribasic → 2-[4-(4-amino-2-ethyl-2H-pyrazolo[3,4-c]quinolin-1-yl)butyl]isoindole-1,3-dione

HRID 2283760

反応式

HRID 2283760 の反応式
Br[C:2]1[C:3]([C:24]#[N:25])=[N:4][N:5]([CH2:22][CH3:23])[C:6]=1[CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:15](=[O:16])[C:14]2=[CH:17][CH:18]=[CH:19][CH:20]=[C:13]2[C:12]1=[O:21].Cl.[NH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1B(O)O.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C(Cl)(Cl)Cl.[Pd].[Pd]>[NH2:25][C:24]1[C:3]2=[N:4][N:5]([CH2:22][CH3:23])[C:6]([CH2:7][CH2:8][CH2:9][CH2:10][N:11]3[C:12](=[O:21])[C:13]4[C:14](=[CH:17][CH:18]=[CH:19][CH:20]=4)[C:15]3=[O:16])=[C:2]2[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=2[N:27]=1

参加物

5

反応物 3

HCID 62657Potassium Phosphate, TribasicHCID 164270902-Aminophenylboronic acid hydrochlorideHCID 669584184-bromo-1-ethyl-5-(4-phthalimidobutyl)-1H-pyrazole-3-carbonitrile

生成物 1

HCID 577175922-[4-(4-amino-2-ethyl-2H-pyrazolo[3,4-c]quinolin-1-yl)butyl]isoindole-1,3-dione収率 15.8%

試薬・触媒・溶媒 1

HCID 11029508Palladium, tris[mu-[(1,2-eta:4,5-eta)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-one]]di-, compd. with trichloromethane (1:1)触媒

実験手順

4-Bromo-1-ethyl-5-(4-phthalimidobutyl)-1H-pyrazole-3-carbonitrile (0.97 g, 2.4 mmol) was treated with 2-aminophenylboronic acid hydrochloride (839 mg, 4.84 mmol), potassium phosphate (2.56 g, 12.1 mmol), tris(dibenzylideneacetone)dipalladium(0) chloroform adduct (124 mg, 0.12 mmol), and bis[(2-diphenylphosphino)phenyl]ether (75 mg, 0.14 mmol) according to the method described in Part F of Example 19. The reaction was heated for 24 hours. Following the purification and recrystallization, 0.157 g of 2-[4-(4-amino-2-ethyl-2H-pyrazolo[3,4-c]quinolin-1-yl)butyl]isoindole-1,3-dione was obtained as brown crystals, mp 216-217° C.

後処理

  1. temperatureThe reaction was heated for 24 hours
  2. customthe purification and recrystallization

出典と根拠

ORDレコード
ord-35b2c586ce094377b10cb7f1cc260d93
出典データセット
uspto-grants-2015_09
特許番号
US09145410B2

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