Trifluoroacetic acid → (R)-1-(4-(6-(5-isopropyl-2-methylphenyl)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-3-methylpiperazin-1-yl)ethanone

HRID 80778ノート

反応式

HRID 80778 の反応式
[C:1](O)([C:3](F)(F)F)=[O:2].[CH:8]([C:11]1[CH:12]=[CH:13][C:14]([CH3:54])=[C:15]([N:17]2[CH2:53][CH2:52][C:20]3[N:21]=[C:22]([C:32]4[CH:40]=[CH:39][CH:38]=[C:37]5[C:33]=4[C:34]([CH3:51])=[CH:35][N:36]5[S:41]([C:44]4[CH:50]=[CH:49][C:47]([CH3:48])=[CH:46][CH:45]=4)(=[O:43])=[O:42])[N:23]=[C:24]([N:25]4[CH2:30][CH2:29][NH:28][CH2:27][C@H:26]4[CH3:31])[C:19]=3[CH2:18]2)[CH:16]=1)([CH3:10])[CH3:9].C(OC(=O)C)(=O)C.CCN(C(C)C)C(C)C>C(Cl)Cl.CCOC(C)=O>[CH:8]([C:11]1[CH:12]=[CH:13][C:14]([CH3:54])=[C:15]([N:17]2[CH2:53][CH2:52][C:20]3[N:21]=[C:22]([C:32]4[CH:40]=[CH:39][CH:38]=[C:37]5[C:33]=4[C:34]([CH3:51])=[CH:35][N:36]5[S:41]([C:44]4[CH:45]=[CH:46][C:47]([CH3:48])=[CH:49][CH:50]=4)(=[O:42])=[O:43])[N:23]=[C:24]([N:25]4[CH2:30][CH2:29][N:28]([C:1](=[O:2])[CH3:3])[CH2:27][C@H:26]4[CH3:31])[C:19]=3[CH2:18]2)[CH:16]=1)([CH3:10])[CH3:9]

参加物

7

反応物 4

HCID 6422Trifluoroacetic acidHCID 7918Acetic AnhydrideHCID 81531DiisopropylethylamineHCID 71240674(R)-6-(5-isopropyl-2-methylphenyl)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-4-(2-methylpiperazin-1-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine

生成物 1

HCID 71240550(R)-1-(4-(6-(5-isopropyl-2-methylphenyl)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-3-methylpiperazin-1-yl)ethanone

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

The TFA salt of (R)-6-(5-isopropyl-2-methylphenyl)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-4-(2-methylpiperazin-1-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (62 mg, 0.095 mmol) was dissolved in DCM (5 mL) and acetic anhydride (0.014 mL, 0.143 mmol) and DIEA (0.133 mL, 0.764 mmol) were added. The reaction was stirred at rt for 45 min and diluted with EtOAc, and washed successively with sat NaHCO3 and brine. The organic layer was then dried over Na2SO4 and filtered. After concentration, the resulting residue was purified by FCC (60-90% EtOAc/heptane) to provide (R)-1-(4-(6-(5-isopropyl-2-methylphenyl)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-3-methylpiperazin-1-yl)ethanone. MS (ESI+) m/z 691.4 (M+H)+.

後処理

  1. washwashed successively with sat NaHCO3 and brine
  2. dry with materialThe organic layer was then dried over Na2SO4
  3. filtrationfiltered
  4. concentrationAfter concentration
  5. customthe resulting residue was purified by FCC (60-90% EtOAc/heptane)

出典と根拠

ORDレコード
ord-d97f38b079554c3c89b7e13ce170f177
出典データセット
uspto-grants-2014_09
特許番号
US08846656B2

反応ノート

読み込み中…