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Cesium carbonate → [2-Amino-6-[(4-methylpiperazin-1-yl)methyl]quinazolin-4-yl]-isoindolin-2-ylmethanone

HRID 1400167
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HRID 1400167 반응식
[NH2:1][C:2]1[N:11]=[C:10]([C:12]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15]2)=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[C:7](I)[CH:8]=2)[N:3]=1.[B-](F)(F)(F)[CH2:25][N:26]1[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]1.[K+].C(C1C=C(C(C)C)C=C(C(C)C)C=1P(C1CCCCC1)C1CCCCC1)(C)C.C(=O)([O-])[O-].[Cs+].[Cs+]>O1CCCC1.C([O-])(=O)C.C([O-])(=O)C.[Pd+2].O>[NH2:1][C:2]1[N:11]=[C:10]([C:12]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15]2)=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:25][N:26]3[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]3)[CH:8]=2)[N:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 10796Cesium carbonateHCID 9801140Dicyclohexyl(2,4,6-triisopropylphenyl)phosphineHCID 45588174Potassium 1-methyl-4-trifluoroboratomethylpiperazineHCID 58457195(2-Amino-6-iodoquinazolin-4-yl)isoindolin-2-ylmethanone

생성물 1

HCID 52939797[2-Amino-6-[(4-methylpiperazin-1-yl)methyl]quinazolin-4-yl]-isoindolin-2-ylmethanone

시약·촉매·용매

3
HCID 167845palladium(II) acetate촉매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

75 mg of (2-amino-6-iodoquinazolin-4-yl)isoindolin-2-ylmethanone are suspended in 2 ml of tetrahydrofuran and 7 μl of water together with 40 mg of potassium 1-methyl-4-trifluoroboratomethylpiperazine, 1 mg of palladium diacetate, 4 mg of ((2,4,6 triisopropyl)phenyl)dicyclohexylphosphine and 176 mg of caesium carbonate, and the mixture is stirred at 80° C. for 48 h. After cooling, the mixture is filtered through kieselguhr, rinsed three times with 5 ml of tetrahydrofuran each time, and the filtrate is evaporated to dry ness in vacuo. The residue is purified by means of preparative HPLC, and the title compound is isolated.

후처리

  1. temperatureAfter cooling
  2. filtrationthe mixture is filtered through kieselguhr
  3. washrinsed three times with 5 ml of tetrahydrofuran each time
  4. customthe filtrate is evaporated
  5. customto dry ness in vacuo
  6. customThe residue is purified by means of preparative HPLC

출처 및 근거

ORD 기록
ord-07ef5567ee444f72a1f3fa442e2dd120
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08906930B2

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