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Water → (2-Amino-6-{2-[(cyclopropylmethylamino)methyl]phenyl}quinazolin-4-yl)-(1,3-dihydroisoindol-2-yl)methanone

HRID 1631155
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HRID 1631155 반응식
Br[C:2]1[CH:13]=[CH:12][CH:11]=[CH:10][C:3]=1[CH2:4][NH:5][CH2:6][CH:7]1[CH2:9][CH2:8]1.C(=O)([O-])[O-].[K+].[K+].O.[NH2:21][C:22]1[N:31]=[C:30]([C:32]([N:34]2[CH2:42][C:41]3[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=3)[CH2:35]2)=[O:33])[C:29]2[C:24](=[CH:25][CH:26]=[C:27](B3OC(C)(C)C(C)(C)O3)[CH:28]=2)[N:23]=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]>[NH2:21][C:22]1[N:31]=[C:30]([C:32]([N:34]2[CH2:35][C:36]3[C:41](=[CH:40][CH:39]=[CH:38][CH:37]=3)[CH2:42]2)=[O:33])[C:29]2[C:24](=[CH:25][CH:26]=[C:27]([C:2]3[CH:13]=[CH:12][CH:11]=[CH:10][C:3]=3[CH2:4][NH:5][CH2:6][CH:7]3[CH2:9][CH2:8]3)[CH:28]=2)[N:23]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 28431311[(2-Bromophenyl)methyl](cyclopropylmethyl)amineHCID 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 89675009(2-Amino-6-{2-[(cyclopropylmethylamino)methyl]phenyl}quinazolin-4-yl)-(1,3-dihydroisoindol-2-yl)methanone

시약·촉매·용매

2
HCID 44119782Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)촉매HCID 702Ethanol용매

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온도
120 °C

실험 절차

114 mg of (2-bromobenzyl)cyclopropylmethylamine, 100 mg of potassium carbonate, 7 μl of water and 29 mg of [1,1′-bis(diphenylphosphino)ferrocene]-palladium(II) dichloride are added to a solution of 150 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 5 ml of ethanol under argon. The mixture is heated at 120° C. for 30 min; the hot mixture is filtered through kieselguhr, the filtrate is evaporated and purified by chromatography (reversed phase HPLC).

후처리

  1. filtrationthe hot mixture is filtered through kieselguhr
  2. customthe filtrate is evaporated
  3. custompurified by chromatography (reversed phase HPLC)

출처 및 근거

ORD 기록
ord-4e72c1b18f87406e82145774d652f6c3
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08791129B2

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