Water → 6-[2-Amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]-1,3-benzodioxole-5-carbaldehyde

HRID 1631107ノート

反応式

HRID 1631107 の反応式
Br[C:2]1[C:3]([CH:11]=[O:12])=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1.C(=O)([O-])[O-].[K+].[K+].O.[NH2:20][C:21]1[N:30]=[C:29]([C:31]([N:33]2[CH2:41][C:40]3[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=3)[CH2:34]2)=[O:32])[C:28]2[C:23](=[CH:24][CH:25]=[C:26](B3OC(C)(C)C(C)(C)O3)[CH:27]=2)[N:22]=1>C(O)C.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[NH2:20][C:21]1[N:30]=[C:29]([C:31]([N:33]2[CH2:34][C:35]3[C:40](=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH2:41]2)=[O:32])[C:28]2[C:23](=[CH:24][CH:25]=[C:26]([C:2]3[C:3]([CH:11]=[O:12])=[CH:4][C:5]4[O:9][CH2:8][O:7][C:6]=4[CH:10]=3)[CH:27]=2)[N:22]=1

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 950621,3-Benzodioxole-5-carboxaldehyde, 6-bromo-HCID 58457219[2-Amino-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone

生成物 1

HCID 871741096-[2-Amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]-1,3-benzodioxole-5-carbaldehyde

試薬・触媒・溶媒 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 702Ethanol溶媒

反応条件

温度
120 °C

実験手順

280 mg of 6-bromo-1,3-benzodioxole-5-carbaldehyde, 331 mg of potassium carbonate, 22 μl of water and 49 mg of [1,1′-bis(diphenylphosphino)ferrocene]-palladium(II) dichloride are added to a solution of 500 mg of [2-amino-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone in 50 ml of ethanol under argon. The mixture is heated at 120° C. for 4 h; the hot mixture is filtered through kieselguhr, and the filtrate is evaporated. The residue obtained was triturated with 2 ml of acetonitrile, and the precipitate formed was filtered off with suction.

後処理

  1. filtrationthe hot mixture is filtered through kieselguhr
  2. customthe filtrate is evaporated
  3. customThe residue obtained
  4. customwas triturated with 2 ml of acetonitrile
  5. customthe precipitate formed
  6. filtrationwas filtered off with suction

出典と根拠

ORDレコード
ord-586e1854e4b14244ac44f173912e7f4a
出典データセット
uspto-grants-2014_07
特許番号
US08791129B2

反応ノート

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