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 2207107노트

반응식

HRID 2207107 반응식
[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

참가 물질

7

반응물 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

생성물 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)acetate수율 154.6%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-2def6d0e992348559005c3993c7fcea9
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09376398B2

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