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

HRID 1631107노트

반응식

HRID 1631107 반응식
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

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 2

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

반응 조건

온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-586e1854e4b14244ac44f173912e7f4a
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08791129B2

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