N-[(2R)-2-({2-[4-(3-Buten-1-yl)-6-(dimethylamino)-1,3,5-triazin-2-yl]hydrazino}carbonyl)-7-octen-1-yl]-N-benzoxyformamide → N-{[(5R)-16-(Dimethylamino)-4-oxo-2,3,15,17,18-pentaazabicyclo[12.3.1]octadeca-1(18),10,14,16-tetraen-5-yl]methyl}-N-benzoxyformamide

HRID 1786117노트

반응식

HRID 1786117 반응식
[CH2:1]([C:5]1[N:10]=[C:9]([N:11]([CH3:13])[CH3:12])[N:8]=[C:7]([NH:14][NH:15][C:16]([C@H:18]([CH2:31][CH2:32][CH2:33][CH2:34]C=C)[CH2:19][N:20]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:21]=[O:22])=[O:17])[N:6]=1)[CH2:2][CH:3]=[CH2:4]>ClCCl.CC1C=C(C)C(N2[CH-]N(C3C(C)=CC(C)=CC=3C)CC2)=C(C)C=1.C1CCC([PH+](C2CCCCC2)C2CCCCC2)CC1.C1C=CC(C=[Ru](Cl)Cl)=CC=1>[CH3:12][N:11]([CH3:13])[C:9]1[N:10]=[C:5]2[N:6]=[C:7]([N:8]=1)[NH:14][NH:15][C:16](=[O:17])[C@@H:18]([CH2:19][N:20]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH:21]=[O:22])[CH2:31][CH2:32][CH2:33][CH2:34][CH:4]=[CH:3][CH2:2][CH2:1]2

참가 물질

4

반응물 1

HCID 86621283N-[(2R)-2-({2-[4-(3-Buten-1-yl)-6-(dimethylamino)-1,3,5-triazin-2-yl]hydrazino}carbonyl)-7-octen-1-yl]-N-benzoxyformamide

생성물 1

HCID 86621284N-{[(5R)-16-(Dimethylamino)-4-oxo-2,3,15,17,18-pentaazabicyclo[12.3.1]octadeca-1(18),10,14,16-tetraen-5-yl]methyl}-N-benzoxyformamide

시약·촉매·용매 2

HCID 12045765Benzylidene(dichloro)(1,3-dimesitylimidazolidin-2-id-2-yl)(tricyclohexylphosphoranyl)ruthenium촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of N-[(2R)-2-({2-[4-(3-buten-1-yl)-6-(dimethylamino)-1,3,5-triazin-2-yl]hydrazino}carbonyl)-7-octen-1-yl]-N-benzoxyformamide (280 mg, 0.566 mmol) in dichloromethane (225 mL, 0.0025M) at room temperature was added tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydro-imidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride (2nd generation Grubbs catalyst, 48 mg, 0.057 mmol). The reaction mixture was stirred and heated to reflux for 48 hours, the solvent was evaporated in vacuo, and the residue was then purified by HPLC to afford the title compound as a white solid. MH+468.

후처리

  1. temperatureheated
  2. temperatureto reflux for 48 hours
  3. customthe solvent was evaporated in vacuo
  4. customthe residue was then purified by HPLC

출처 및 근거

ORD 기록
ord-660ffe71a09d47239b277df2fbed2325
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07507726B2

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