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 1786117ノート

反応式

HRID 1786117 の反応式
[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

参加物

4

反応物 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

生成物 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

試薬・触媒・溶媒 2

HCID 12045765Benzylidene(dichloro)(1,3-dimesitylimidazolidin-2-id-2-yl)(tricyclohexylphosphoranyl)ruthenium触媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-660ffe71a09d47239b277df2fbed2325
出典データセット
uspto-grants-2009_03
特許番号
US07507726B2

反応ノート

読み込み中…