Potassium Iodide → Tert-butyl 2-((4-((2-amino-4-methyl-6-(2,4,6-triisopropylphenylsulfonyloxy)pyrimidin-5-yl)methyl)-3-methoxybenzyl)(2,2,2-trifluoroethyl)amino)acetate

HRID 2207107ノート

反応式

HRID 2207107 の反応式
[CH:1]([C:4]1[CH:9]=[C:8]([CH:10]([CH3:12])[CH3:11])[CH:7]=[C:6]([CH:13]([CH3:15])[CH3:14])[C:5]=1[S:16]([O:19][C:20]1[C:25]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([CH2:33]Cl)=[CH:29][C:28]=2[O:35][CH3:36])=[C:24]([CH3:37])[N:23]=[C:22]([NH2:38])[N:21]=1)(=[O:18])=[O:17])([CH3:3])[CH3:2].[F:39][C:40]([F:52])([F:51])[CH2:41][NH:42][CH2:43][C:44]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[O:45].C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>C(#N)C.O>[NH2:38][C:22]1[N:23]=[C:24]([CH3:37])[C:25]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([CH2:33][N:42]([CH2:41][C:40]([F:39])([F:51])[F:52])[CH2:43][C:44]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[O:45])=[CH:29][C:28]=2[O:35][CH3:36])=[C:20]([O:19][S:16]([C:5]2[C:4]([CH:1]([CH3:2])[CH3:3])=[CH:9][C:8]([CH:10]([CH3:11])[CH3:12])=[CH:7][C:6]=2[CH:13]([CH3:15])[CH3:14])(=[O:18])=[O:17])[N:21]=1

参加物

7

反応物 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 60680127Tert-butyl 2-[(2,2,2-trifluoroethyl)amino]acetateHCID 1179927752-Amino-5-(4-chloromethyl-2-methoxybenzyl)-6-methylpyrimidin-4-yl 2,4,6-triisopropylbenzenesulfonate

生成物 1

HCID 117992617Tert-butyl 2-((4-((2-amino-4-methyl-6-(2,4,6-triisopropylphenylsulfonyloxy)pyrimidin-5-yl)methyl)-3-methoxybenzyl)(2,2,2-trifluoroethyl)amino)acetate収率 154.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

The mixture of 2-amino-5-(4-chloromethyl-2-methoxybenzyl)-6-methylpyrimidin-4-yl 2,4,6-triisopropylbenzenesulfonate (6.0 g), tert-butyl 2-(2,2,2-trifluoroethylamino)acetate (2.7 g), sodium carbonate (3.4 g) and potassium iodide (0.5 g) in acetonitrile (48 g) was refluxed for 8 h. After cooling to RT, water (30 g) was added to the mixture and extracted with toluene (48 g). The organic layer was washed with water (30 g) and concentrated in vacuo. The residue was precipitated with n-heptane (18 g) to afford the sub-title compound (12.2 g).

後処理

  1. temperaturewas refluxed for 8 h
  2. extractionextracted with toluene (48 g)
  3. washThe organic layer was washed with water (30 g)
  4. concentrationconcentrated in vacuo
  5. customThe residue was precipitated with n-heptane (18 g)

出典と根拠

ORDレコード
ord-2def6d0e992348559005c3993c7fcea9
出典データセット
uspto-grants-2016_06
特許番号
US09376398B2

反応ノート

読み込み中…